A GENERAL-METHOD FOR THE TOTAL STEREOSELE CTIVE SYNTHESIS OF 2,3-DIDEOXY-3-C-METHYLENE-D-GLYCERO-PENTOSES

Authors
TARAN IG MIKERIN IE ARSHAVA BM VID GY NIKITENKO AA ZILBERG LL RAIFELD YE SHVETS VI
Citation
Ig. Taran et al., A GENERAL-METHOD FOR THE TOTAL STEREOSELE CTIVE SYNTHESIS OF 2,3-DIDEOXY-3-C-METHYLENE-D-GLYCERO-PENTOSES, Bioorganiceskaa himia, 20(8-9), 1994, pp. 1013-1023
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Bioorganiceskaa himia → ACNP
ISSN journal
01323423
Volume
20
Issue
8-9
Year of publication
1994
Pages
1013 - 1023
Database
ISI
SICI code
0132-3423(1994)20:8-9<1013:AGFTTS>2.0.ZU;2-I
Abstract
A general method for the total stereoselective synthesis of 2,3-dideox y-3-C-methylene-D-glycero-pentoses with an overall yield of about 17% and their further modification are described. The key reaction of the synthesis is a catalytic rearrangement of chiral epoxy alchols, obtain ed in four steps from the readily available methyl derivatives of 2-bu tenal.