Novel, concise and efficient protocol for non-natural piperidine compounds

TitleNovel, concise and efficient protocol for non-natural piperidine compounds
Publication TypeJournal Article
Year of Publication2014
AuthorsChavan, SP, Dumare, NB, Pawar, KP
JournalRSC Advances
Volume4
Issue62
Pagination32594-32598
Date PublishedJUL
ISSN2046-2069
Abstract

Formal synthesis of L-altro-1-deoxynojirimycin, cis-3-hydroxypipecolic acid along with synthesis of (R)-piperidinol and a conceptually different advanced intermediate for non-natural piperidine alkaloids is reported from cis-butene-1,4-diol. The key reactions involved are Johnson-Claisen rearrangement, Sharpless asymmetric dihydroxylation, reductive lactamization and novel regioselective elimination.

DOI10.1039/c4ra04558k
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)3.84
Divison category: 
Organic Chemistry