Enolization of chiral alpha-silyloxy ketones with dicyclohexylchloroborane. Application to stereoselective aldol reactions

Citation
M. Galobardes et al., Enolization of chiral alpha-silyloxy ketones with dicyclohexylchloroborane. Application to stereoselective aldol reactions, ORG LETT, 2(17), 2000, pp. 2599-2602
Citations number
32
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
17
Year of publication
2000
Pages
2599 - 2602
Database
ISI
SICI code
1523-7060(20000824)2:17<2599:EOCAKW>2.0.ZU;2-T
Abstract
[GRAPHICS] Comprehensive analysis of the enolization of alpha-silyloxyketones by Chx(2 )BCl/R3N has allowed us to design stereoselective Chx(2)BCl-mediated aldol processes that afford syn or anti aldol products and to disclose a hypothes is that accounts for the subtle effects that determine their enolization.