Asymmetric aminohydroxylation route to cis-2,6-disubstituted piperidine-3-ol: application to the synthesis of (-)-deoxocassine

TitleAsymmetric aminohydroxylation route to cis-2,6-disubstituted piperidine-3-ol: application to the synthesis of (-)-deoxocassine
Publication TypeJournal Article
Year of Publication2006
AuthorsKandula, SRao V, Kumar, P
JournalTetrahedron
Volume62
Issue42
Pagination9942-9948
Date PublishedOCT
Type of ArticleArticle
ISSN0040-4020
Abstract

A highly efficient, flexible, and convergent route to cis-2,3,6-trisubstituted piperidines has been developed employing the Sharpless asymmetric aminohydroxylation and stereoselective reductive amination by catalytic hydrogenation as the key steps. Its usage is illustrated by the short synthesis of the piperidine-3-ol alkaloid, (-)-deoxocassine. (c) 2006 Elsevier Ltd. All rights reserved.

DOI10.1016/j.tet.2006.08.014
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

2.645

Divison category: 
Organic Chemistry