Highly concise and practical route to clavaminols, sphinganine and (+)-spisulosine via indium mediated allylation of alpha-hydrazino aldehyde and a theoretical insight into the stereochemical aspects of the reaction

TitleHighly concise and practical route to clavaminols, sphinganine and (+)-spisulosine via indium mediated allylation of alpha-hydrazino aldehyde and a theoretical insight into the stereochemical aspects of the reaction
Publication TypeJournal Article
Year of Publication2013
AuthorsPandey, M, Chowdhury, PSarathi, Dutta, AKumar, Kumar, P, Pal, S
JournalRSC Advances
Volume3
Issue35
Pagination15442-15448
Date PublishedJUL
ISSN2046-2069
Abstract

A conceptually different approach has been employed for the synthesis of 1,2-amino alcohols by proline-catalyzed alpha-amination of aldehyde and one-pot indium mediated allylation of the crude alpha-hydrazino aldehydes. DFT based quantum chemical calculations have been performed to obtain a quantitative explanation of the stereoselectivity of the reaction.

DOI10.1039/c3ra43048k
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

3.708

Divison category: 
Organic Chemistry
Physical and Materials Chemistry