ASYMMETRIC ALDOL-TYPE REACTIONS OF ACETATE IMIDE ENOLATES

Authors
YAN TH HUNG AW LEE HC HANG CS LIU WH
Citation
Th. Yan et al., ASYMMETRIC ALDOL-TYPE REACTIONS OF ACETATE IMIDE ENOLATES, Journal of organic chemistry, 60(11), 1995, pp. 3301-3306
Citations number
46
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
60
Issue
11
Year of publication
1995
Pages
3301 - 3306
Database
ISI
SICI code
0022-3263(1995)60:11<3301:AAROAI>2.0.ZU;2-T
Abstract
Titanium-mediated chelation-controlled aldol type reactions of acetate thioimide enolates with representative aldehydes proceed with high ct -facial differentiation. An investigation of the influence of the natu re of the imide enolate ligands and the Lewis acids in the non-chelati on-controlled aldol bond construction process of acetate imide enolate s reveals that alternation of either the boryl geometry or imide enola te ligand leads to pi-facial selectivity switch.