Efficient stereocontrolled synthesis of D-erythro-sphingosine from N-benzoyl-D-glucosamine
- 1 January 1996
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 8,p. 823-827
- https://doi.org/10.1039/p19960000823
Abstract
D-erythro-Sphingosine is synthesized from N-benzoyl-D-glucosamine 2 in a highly regio- and stereocontrolled manner. The key features in the synthesis involve the efficient conversion of compound 2 into the vinyl epoxide 10 and the subsequent SN2′-type reaction with a Grignard reagent in the presence of CuCN to afford the 1-O,2-N-protected sphingosine 11.Keywords
This publication has 0 references indexed in Scilit: