Stereoselective 2-hydroxy-1,2,2-triphenylethyl propionate-based aldol additions to ketones

Authors
Braun, M Mai, B Ridder, DM
Citation
M. Braun et al., Stereoselective 2-hydroxy-1,2,2-triphenylethyl propionate-based aldol additions to ketones, SYNLETT, (10), 1999, pp. 1600-1602
Citations number
27
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
10
Year of publication
1999
Pages
1600 - 1602
Database
ISI
SICI code
0936-5214(199910):10<1600:S2PAA>2.0.ZU;2-0
Abstract
The TiCl4-mediated reaction of enone 3 with the silyl ketene acetal 2 deriv ed from (R)-propionate 1 occurs in a stereoselective manner. The major aldo l adduct 4, whose configuration was proven by an X-ray structure analysis o f 6, affords the enantiomerically pure carboxylic acid 5 upon hydrolysis.