Enantioselective aldol condensation of 1,3-bis-(trimethylsilyloxy)-1-methoxy-buta-1,3-diene promoted by chiral Ti(IV)/BINOL complex

Citation
A. Soriente et al., Enantioselective aldol condensation of 1,3-bis-(trimethylsilyloxy)-1-methoxy-buta-1,3-diene promoted by chiral Ti(IV)/BINOL complex, TETRAHEDR-A, 11(11), 2000, pp. 2255-2258
Citations number
21
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
11
Issue
11
Year of publication
2000
Pages
2255 - 2258
Database
ISI
SICI code
0957-4166(20000616)11:11<2255:EACO1>2.0.ZU;2-E
Abstract
Enantiomerically enriched delta-hydroxy-beta-ketoesters are easily availabl e by aldol condensation of 1,3-bis-(trimethylsilyloxy)-1-methoxy-buta-1,3-d iene in the presence of Ti(O-iPr)(4)/(S)-(-)-BINOL system. All reaction mix tures were separated by column chromatography and mostly isolated in modera te to good yields and all in high enantiomeric excesses. (C) 2000 Elsevier Science Ltd. All rights reserved.