Synthesis of polyhydroxylated indolizidines and piperidines from Garner’s aldehyde: Total synthesis of (-)-Swainsonine, (+)-1,2-Di-epi-swainsonine,  (+)-8,8a-Di-epi-castanospermine, Pentahydroxy Indolizidines, (-)-1-Deoxynojirimycin, (-)-1-Deoxy-altro-nojirimycin  and related diversity

Singh, Priyanka; Manna, S K; Panda, Gautam

dc.contributor.author	Singh, Priyanka
dc.contributor.author	Manna, S K
dc.contributor.author	Panda, Gautam
dc.date.accessioned	2014-05-13T09:13:04Z
dc.date.available	2014-05-13T09:13:04Z
dc.date.issued	2014
dc.identifier.citation	Tetrahedron 2014,70,1363-1374	en
dc.identifier.uri	http://hdl.handle.net/123456789/1236
dc.description.abstract	Diastereoselective and diverse synthesis of polyhydroxylated indolizidines and piperidines have been described, where a common chiral intermediate 2-(hydroxymethyl) piperidine-3-ol is converted into (-)-Swainsonine, (+)-1,2-Di-epi-swainsonine, (+)-8,8a-Di-epi-castanospermine, Pentahydroxy Indolizidines, (-)-1-Deoxynojirimycin, (-)-1-Deoxy-altro-nojirimycin and related diversity. The key steps were hydroxy directed intramolecular aminomercuration, Mitsunobu cyclisation and diastereoselective dihydroxylation. © 2014 Elsevier Science. All rights reserved	en
dc.format.extent	316462 bytes
dc.format.mimetype	application/pdf
dc.language.iso	en	en
dc.relation.ispartofseries	CSIR-CDRI communication no.8570	en
dc.subject	Synthesis	en
dc.subject	Polyhydroxylated	en
dc.subject	Piperidines	en
dc.subject	Pentahydroxy Indolizidines	en
dc.subject	Diversity	en
dc.title	Synthesis of polyhydroxylated indolizidines and piperidines from Garner’s aldehyde: Total synthesis of (-)-Swainsonine, (+)-1,2-Di-epi-swainsonine, (+)-8,8a-Di-epi-castanospermine, Pentahydroxy Indolizidines, (-)-1-Deoxynojirimycin, (-)-1-Deoxy-altro-nojirimycin and related diversity	en
dc.type	Article	en