A MILD, EFFICIENT AND GENERAL-METHOD FOR THE SYNTHESIS OF TRIALKYLSILYL (Z)-4-OXO-2-ALKENOATES AND GAMMA-HYDROXYBUTENOLIDES

Authors
BOUKOUVALAS J LACHANCE N
Citation
J. Boukouvalas et N. Lachance, A MILD, EFFICIENT AND GENERAL-METHOD FOR THE SYNTHESIS OF TRIALKYLSILYL (Z)-4-OXO-2-ALKENOATES AND GAMMA-HYDROXYBUTENOLIDES, Synlett, (1), 1998, pp. 31
Citations number
50
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
1
Year of publication
1998
Database
ISI
SICI code
0936-5214(1998):1<31:AMEAGF>2.0.ZU;2-X
Abstract
2-Trialkylsilyloxyfurans react rapidly with dimethyldioxirane at -78 d egrees C to provide trialkylsilyl (Z)-4-oxo-2-alkenoates whose hydroly sis delivers gamma-hydroxybutenolides with high efficiency; a short sy nthesis of a naturally occurring monoterpene gamma-hydroxybutenolide ( 4) is reported.