A NOVEL-APPROACH TO AZASUGARS FROM VINYL GLYCINE METHYL-ESTER VIA OLEFIN METATHESIS

Authors
HUWE CM BLECHERT S
Citation
Cm. Huwe et S. Blechert, A NOVEL-APPROACH TO AZASUGARS FROM VINYL GLYCINE METHYL-ESTER VIA OLEFIN METATHESIS, Tetrahedron letters, 36(10), 1995, pp. 1621-1624
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
10
Year of publication
1995
Pages
1621 - 1624
Database
ISI
SICI code
0040-4039(1995)36:10<1621:ANTAFV>2.0.ZU;2-W
Abstract
A novel strategy for the synthesis of azasugars from vinyl glycine met hyl ester was designed, using an olefin metathesis as a key step. As a first test of this strategy, rac-trans-2-hydroxymethyl-3-hydroxypyrro lidine, which was isolated as the (2R,3S)-isomer from the legume Casta nospermum australe, was synthesized.