THE USE OF ALPHA-D-GLUCOPYRANOSIDES AS SURROGATES FOR THE BETA-L-GLUCOPYRANOSIDES IN THE STEREOSELECTIVE CYCLOPROPANATION REACTION

Authors
CHARETTE AB TURCOTTE N MARCOUX JF
Citation
Ab. Charette et al., THE USE OF ALPHA-D-GLUCOPYRANOSIDES AS SURROGATES FOR THE BETA-L-GLUCOPYRANOSIDES IN THE STEREOSELECTIVE CYCLOPROPANATION REACTION, Tetrahedron letters, 35(4), 1994, pp. 513-516
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
4
Year of publication
1994
Pages
513 - 516
Database
ISI
SICI code
0040-4039(1994)35:4<513:TUOAAS>2.0.ZU;2-J
Abstract
Treatment of substituted allyl a-D-glucopyranosides with Et(2)Zn/CH2I2 in t-butyl methyl ether produced the corresponding cyclopropane deriv atives in >90% yields with diastereoselectivities ranging from 11:1 to 17:1.