HIGHLY STEREOSELECTIVE SYNTHESIS OF ALPHA-L-OLIVOMYCOSIDES VIA TRIMETHYLSILYL TRIFLATE MEDIATED GLYCOSIDATIONS OF ,6-DIDEOXY-2-IODO-3-C-METHYL-ALPHA-L-MANNOPYRANOSE

Authors
ROUSH WR BRINER K SEBESTA DP
Citation
Wr. Roush et al., HIGHLY STEREOSELECTIVE SYNTHESIS OF ALPHA-L-OLIVOMYCOSIDES VIA TRIMETHYLSILYL TRIFLATE MEDIATED GLYCOSIDATIONS OF ,6-DIDEOXY-2-IODO-3-C-METHYL-ALPHA-L-MANNOPYRANOSE, Synlett, (4), 1993, pp. 264-266
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
4
Year of publication
1993
Pages
264 - 266
Database
ISI
SICI code
0936-5214(1993):4<264:HSSOAV>2.0.ZU;2-M
Abstract
A highly stereoselective synthesis of alpha-L-olivomycosides via trime thylsilyl triflate mediated glycosidations of 2-iodo-olivomycarosyl-1a lpha-acetate 4 is described. Evidence is presented that the intermedia te iodonium ion 20 is configurationally stable under the reaction cond itions.