Arkivoc

Stereoselective synthesis of N, O, O, O-tetraacetyl-D-ribo-phytosphingosine, N, O, O-triacetyl-D-erythro-sphingosine and N, O, O-triacetyl sphingonine from a …

R Mettu, NR Thatikonda, OS Olusegun, R Vishvakarma…

Index: Mettu, Ravinder; Thatikonda, Narendar Reddy; Olusegun, Oladoye Sunday; Vishvakarma, Ramesh; Vaidya, Jayathirtha Rao Arkivoc, 2012 , vol. 2012, # 6 p. 421 - 436

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Citation Number: 4

Abstract

Abstract An efficient protocol for the stereoselective synthesis of tetraacetyl-D-ribo- phytosphingosine, triacetyl-D-erythro-sphingosine and triacetyl sphinganine has been devised from a common chiral intermediate derived from commercially available D-mannitol. The key steps involved are Sharpless epoxidation, Miyashita C (2) selective endo mode azide opening of 2, 3-epoxy alcohol, and selective E-Wittig olefination. Keywords: ...