Release Time:2019-03-09  Hits:

Indexed by: Journal Article

Date of Publication: 2010-08-06

Journal: JOURNAL OF ORGANIC CHEMISTRY

Included Journals: PubMed、EI、SCIE

Volume: 75

Issue: 15

Page Number: 5326-5329

ISSN: 0022-3263

Abstract: The combined Lewis acid catalytic system, generated from (R)-1,1'-bi-2-naphthol [(R)-BINOL], Ti(O-i-Pr)(4), H2O, and lithium chloride, effectively catalyzed the enantioselective vinylogous aldol reaction of Brassard's diene with aromatic aldehydes affording the (Z)-delta-hydroxyl-alpha,beta-unsaturated esters exclusively in good yields with excellent enantioselectivities (90-99% ee) under mild conditions. A Lewis acid Lewis acid bifunctional working model was proposed for the catalytic process based on some control experiments.