Stereoselective synthesis of safingol and its natural stereoisomer from D-glycals

Kokatla, Hari Prasad ; Sagar, Ram ; Vankar, Yashwant D. (2008) Stereoselective synthesis of safingol and its natural stereoisomer from D-glycals Tetrahedron Letters, 49 (32). pp. 4728-4730. ISSN 0040-4039

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/j.tetlet.2008.05.112

Abstract

Efficient and convenient syntheses of (2S,3S)-safingol and its natural (2S,3R)-isomer have been developed from 3,4,6-tri-O-benzyl glycals. The key step is the one-pot reduction of an azide, saturation of the double bonds and debenzylation under catalytic hydrogenation.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Sphingolipid; Safingol; Glycals; Wittig Reaction; Catalytic Hydrogenation
ID Code:58194
Deposited On:31 Aug 2011 06:40
Last Modified:31 Aug 2011 06:40

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