A CONCISE ENANTIOSELECTIVE SYNTHESIS OF N-MORPHOLINOSPHINGOSINES FROMD-ASPARTIC ACID

Authors
JEFFORD CW MCNULTY J LU ZH
Citation
Cw. Jefford et al., A CONCISE ENANTIOSELECTIVE SYNTHESIS OF N-MORPHOLINOSPHINGOSINES FROMD-ASPARTIC ACID, Journal of the Chemical Society, Chemical Communications, (2), 1995, pp. 123-124
Citations number
22
Categorie Soggetti
Chemistry
Journal title
Journal of the Chemical Society, Chemical Communications → ACNP
ISSN journal
00224936
Issue
2
Year of publication
1995
Pages
123 - 124
Database
ISI
SICI code
0022-4936(1995):2<123:ACESON>2.0.ZU;2-G
Abstract
D-Aspartic acid, by N-tosylation, anhydride formation, reduction, alph a-hydroxylation and iodo-esterification, gives ethyl 2R,3R)-3-[(N-tosy l)amino]-2-hydroxy-4-iodobutyrate which, by treatment with morpholine, silylation, DIBAH reduction, Wittig reaction and deprotection, gives the N-morpholinosphingosine 13 in an overall yield of 27%.