Three-component reaction of sugar hydroxylactone, amine and isocyanide for the synthesis of iminosugars

The Ugi four-centre three-component strategy has been developed for the synthesis of iminosugars in good yields under catalyst-free conditions. This method proceeds through a bicyclic N-acyl-iminium intermediate followed by the attack of isonitrile resulting in the formation of dihydroxypyroglutamic...
Ausführliche Beschreibung

Gespeichert in:

Autor*in:	Somnath [verfasserIn] Bantu, Rajashaker [verfasserIn] Nanubolu, Jagadeesh Babu [verfasserIn] Reddy, G. Jithender [verfasserIn] Reddy, B.V. Subba [verfasserIn]

Format:	E-Artikel
Sprache:	Englisch

Erschienen:	2022

Schlagwörter:	Ugi reaction Isonitriles Amines Hydroxylactone Iminosugars

Übergeordnetes Werk:	Enthalten in: Tetrahedron - Amsterdam [u.a.] : Elsevier Science, 1957, 125
Übergeordnetes Werk:	volume:125

DOI / URN:	10.1016/j.tet.2022.133021

Katalog-ID:	ELV008568820

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520			\|a The Ugi four-centre three-component strategy has been developed for the synthesis of iminosugars in good yields under catalyst-free conditions. This method proceeds through a bicyclic N-acyl-iminium intermediate followed by the attack of isonitrile resulting in the formation of dihydroxypyroglutamic acid, which is a core moiety of many biologically important natural products.
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650		4	\|a Iminosugars
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700	1		\|a Nanubolu, Jagadeesh Babu \|e verfasserin \|4 aut
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700	1		\|a Reddy, B.V. Subba \|e verfasserin \|4 aut
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allfields	10.1016/j.tet.2022.133021 doi (DE-627)ELV008568820 (ELSEVIER)S0040-4020(22)00471-9 DE-627 ger DE-627 rda eng 540 DE-600 35.00 bkl Somnath verfasserin aut Three-component reaction of sugar hydroxylactone, amine and isocyanide for the synthesis of iminosugars 2022 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier The Ugi four-centre three-component strategy has been developed for the synthesis of iminosugars in good yields under catalyst-free conditions. This method proceeds through a bicyclic N-acyl-iminium intermediate followed by the attack of isonitrile resulting in the formation of dihydroxypyroglutamic acid, which is a core moiety of many biologically important natural products. Ugi reaction Isonitriles Amines Hydroxylactone Iminosugars Bantu, Rajashaker verfasserin aut Nanubolu, Jagadeesh Babu verfasserin aut Reddy, G. Jithender verfasserin aut Reddy, B.V. Subba verfasserin aut Enthalten in Tetrahedron Amsterdam [u.a.] : Elsevier Science, 1957 125 Online-Ressource (DE-627)320459462 (DE-600)2007072-X (DE-576)098253298 1464-5416 nnns volume:125 GBV_USEFLAG_U SYSFLAG_U GBV_ELV SSG-OLC-PHA GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_150 GBV_ILN_151 GBV_ILN_224 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2027 GBV_ILN_2034 GBV_ILN_2038 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2118 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2336 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4313 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4393 35.00 Chemie: Allgemeines AR 125
spelling	10.1016/j.tet.2022.133021 doi (DE-627)ELV008568820 (ELSEVIER)S0040-4020(22)00471-9 DE-627 ger DE-627 rda eng 540 DE-600 35.00 bkl Somnath verfasserin aut Three-component reaction of sugar hydroxylactone, amine and isocyanide for the synthesis of iminosugars 2022 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier The Ugi four-centre three-component strategy has been developed for the synthesis of iminosugars in good yields under catalyst-free conditions. This method proceeds through a bicyclic N-acyl-iminium intermediate followed by the attack of isonitrile resulting in the formation of dihydroxypyroglutamic acid, which is a core moiety of many biologically important natural products. Ugi reaction Isonitriles Amines Hydroxylactone Iminosugars Bantu, Rajashaker verfasserin aut Nanubolu, Jagadeesh Babu verfasserin aut Reddy, G. Jithender verfasserin aut Reddy, B.V. Subba verfasserin aut Enthalten in Tetrahedron Amsterdam [u.a.] : Elsevier Science, 1957 125 Online-Ressource (DE-627)320459462 (DE-600)2007072-X (DE-576)098253298 1464-5416 nnns volume:125 GBV_USEFLAG_U SYSFLAG_U GBV_ELV SSG-OLC-PHA GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_150 GBV_ILN_151 GBV_ILN_224 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2027 GBV_ILN_2034 GBV_ILN_2038 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2118 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2336 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4313 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4393 35.00 Chemie: Allgemeines AR 125
allfields_unstemmed	10.1016/j.tet.2022.133021 doi (DE-627)ELV008568820 (ELSEVIER)S0040-4020(22)00471-9 DE-627 ger DE-627 rda eng 540 DE-600 35.00 bkl Somnath verfasserin aut Three-component reaction of sugar hydroxylactone, amine and isocyanide for the synthesis of iminosugars 2022 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier The Ugi four-centre three-component strategy has been developed for the synthesis of iminosugars in good yields under catalyst-free conditions. This method proceeds through a bicyclic N-acyl-iminium intermediate followed by the attack of isonitrile resulting in the formation of dihydroxypyroglutamic acid, which is a core moiety of many biologically important natural products. Ugi reaction Isonitriles Amines Hydroxylactone Iminosugars Bantu, Rajashaker verfasserin aut Nanubolu, Jagadeesh Babu verfasserin aut Reddy, G. Jithender verfasserin aut Reddy, B.V. Subba verfasserin aut Enthalten in Tetrahedron Amsterdam [u.a.] : Elsevier Science, 1957 125 Online-Ressource (DE-627)320459462 (DE-600)2007072-X (DE-576)098253298 1464-5416 nnns volume:125 GBV_USEFLAG_U SYSFLAG_U GBV_ELV SSG-OLC-PHA GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_150 GBV_ILN_151 GBV_ILN_224 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2027 GBV_ILN_2034 GBV_ILN_2038 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2118 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2336 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4313 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4393 35.00 Chemie: Allgemeines AR 125
allfieldsGer	10.1016/j.tet.2022.133021 doi (DE-627)ELV008568820 (ELSEVIER)S0040-4020(22)00471-9 DE-627 ger DE-627 rda eng 540 DE-600 35.00 bkl Somnath verfasserin aut Three-component reaction of sugar hydroxylactone, amine and isocyanide for the synthesis of iminosugars 2022 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier The Ugi four-centre three-component strategy has been developed for the synthesis of iminosugars in good yields under catalyst-free conditions. This method proceeds through a bicyclic N-acyl-iminium intermediate followed by the attack of isonitrile resulting in the formation of dihydroxypyroglutamic acid, which is a core moiety of many biologically important natural products. Ugi reaction Isonitriles Amines Hydroxylactone Iminosugars Bantu, Rajashaker verfasserin aut Nanubolu, Jagadeesh Babu verfasserin aut Reddy, G. Jithender verfasserin aut Reddy, B.V. Subba verfasserin aut Enthalten in Tetrahedron Amsterdam [u.a.] : Elsevier Science, 1957 125 Online-Ressource (DE-627)320459462 (DE-600)2007072-X (DE-576)098253298 1464-5416 nnns volume:125 GBV_USEFLAG_U SYSFLAG_U GBV_ELV SSG-OLC-PHA GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_150 GBV_ILN_151 GBV_ILN_224 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2027 GBV_ILN_2034 GBV_ILN_2038 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2118 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2336 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4313 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4393 35.00 Chemie: Allgemeines AR 125
allfieldsSound	10.1016/j.tet.2022.133021 doi (DE-627)ELV008568820 (ELSEVIER)S0040-4020(22)00471-9 DE-627 ger DE-627 rda eng 540 DE-600 35.00 bkl Somnath verfasserin aut Three-component reaction of sugar hydroxylactone, amine and isocyanide for the synthesis of iminosugars 2022 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier The Ugi four-centre three-component strategy has been developed for the synthesis of iminosugars in good yields under catalyst-free conditions. This method proceeds through a bicyclic N-acyl-iminium intermediate followed by the attack of isonitrile resulting in the formation of dihydroxypyroglutamic acid, which is a core moiety of many biologically important natural products. Ugi reaction Isonitriles Amines Hydroxylactone Iminosugars Bantu, Rajashaker verfasserin aut Nanubolu, Jagadeesh Babu verfasserin aut Reddy, G. Jithender verfasserin aut Reddy, B.V. Subba verfasserin aut Enthalten in Tetrahedron Amsterdam [u.a.] : Elsevier Science, 1957 125 Online-Ressource (DE-627)320459462 (DE-600)2007072-X (DE-576)098253298 1464-5416 nnns volume:125 GBV_USEFLAG_U SYSFLAG_U GBV_ELV SSG-OLC-PHA GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_150 GBV_ILN_151 GBV_ILN_224 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2027 GBV_ILN_2034 GBV_ILN_2038 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2118 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2336 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4313 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4393 35.00 Chemie: Allgemeines AR 125
language	English
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container_title	Tetrahedron
authorswithroles_txt_mv	Somnath @@aut@@ Bantu, Rajashaker @@aut@@ Nanubolu, Jagadeesh Babu @@aut@@ Reddy, G. Jithender @@aut@@ Reddy, B.V. Subba @@aut@@
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author	Somnath
spellingShingle	Somnath ddc 540 bkl 35.00 misc Ugi reaction misc Isonitriles misc Amines misc Hydroxylactone misc Iminosugars Three-component reaction of sugar hydroxylactone, amine and isocyanide for the synthesis of iminosugars
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topic_title	540 DE-600 35.00 bkl Three-component reaction of sugar hydroxylactone, amine and isocyanide for the synthesis of iminosugars Ugi reaction Isonitriles Amines Hydroxylactone Iminosugars
topic	ddc 540 bkl 35.00 misc Ugi reaction misc Isonitriles misc Amines misc Hydroxylactone misc Iminosugars
topic_unstemmed	ddc 540 bkl 35.00 misc Ugi reaction misc Isonitriles misc Amines misc Hydroxylactone misc Iminosugars
topic_browse	ddc 540 bkl 35.00 misc Ugi reaction misc Isonitriles misc Amines misc Hydroxylactone misc Iminosugars
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title	Three-component reaction of sugar hydroxylactone, amine and isocyanide for the synthesis of iminosugars
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title_full	Three-component reaction of sugar hydroxylactone, amine and isocyanide for the synthesis of iminosugars
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author_browse	Somnath Bantu, Rajashaker Nanubolu, Jagadeesh Babu Reddy, G. Jithender Reddy, B.V. Subba
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title_sort	three-component reaction of sugar hydroxylactone, amine and isocyanide for the synthesis of iminosugars
title_auth	Three-component reaction of sugar hydroxylactone, amine and isocyanide for the synthesis of iminosugars
abstract	The Ugi four-centre three-component strategy has been developed for the synthesis of iminosugars in good yields under catalyst-free conditions. This method proceeds through a bicyclic N-acyl-iminium intermediate followed by the attack of isonitrile resulting in the formation of dihydroxypyroglutamic acid, which is a core moiety of many biologically important natural products.
abstractGer	The Ugi four-centre three-component strategy has been developed for the synthesis of iminosugars in good yields under catalyst-free conditions. This method proceeds through a bicyclic N-acyl-iminium intermediate followed by the attack of isonitrile resulting in the formation of dihydroxypyroglutamic acid, which is a core moiety of many biologically important natural products.
abstract_unstemmed	The Ugi four-centre three-component strategy has been developed for the synthesis of iminosugars in good yields under catalyst-free conditions. This method proceeds through a bicyclic N-acyl-iminium intermediate followed by the attack of isonitrile resulting in the formation of dihydroxypyroglutamic acid, which is a core moiety of many biologically important natural products.
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title_short	Three-component reaction of sugar hydroxylactone, amine and isocyanide for the synthesis of iminosugars
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author2	Bantu, Rajashaker Nanubolu, Jagadeesh Babu Reddy, G. Jithender Reddy, B.V. Subba
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doi_str	10.1016/j.tet.2022.133021
up_date	2024-07-06T20:08:58.244Z
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Three-component reaction of sugar hydroxylactone, amine and isocyanide for the synthesis of iminosugars

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