Tethered aminohydroxylation route to L-arabino-[2R,3S,4R] and L-xylo-[2R,3S,4S]-C-18-phytosphingosines

TitleTethered aminohydroxylation route to L-arabino-[2R,3S,4R] and L-xylo-[2R,3S,4S]-C-18-phytosphingosines
Publication TypeJournal Article
Year of Publication2009
AuthorsDubey, A, Kumar, P
JournalTetrahedron Letters
Volume50
Issue26
Pagination3425-3427
Date PublishedJUL
ISSN0040-4039
KeywordsPhytosphingosine, Regioselectivity, Sharpless asymmetric kinetic resolution, Sphingolipids, stereoselectivity, Tethered aminohydroxylation
Abstract

A concise and highly efficient synthesis of L-arabino-[2R,3S,4R] and L-xylo-[ 2R,3S,4S]-C-18-phytosphingosines has been achieved. The synthetic strategy features the Sharpless kinetic resolution and tethered aminohydroxylation as the key steps. (C) 2009 Elsevier Ltd, All rights reserved.

DOI10.1016/j.tetlet.2009.02.173
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)2.618
Divison category: 
Organic Chemistry