Stereoselective preparation of alpha-heteroatom substituted alpha,beta-unsaturated ketones

Authors
Citation
Am. Sun et X. Huang, Stereoselective preparation of alpha-heteroatom substituted alpha,beta-unsaturated ketones, SYNTHESIS-S, (6), 2000, pp. 775-777
Citations number
14
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
6
Year of publication
2000
Pages
775 - 777
Database
ISI
SICI code
0039-7881(200006):6<775:SPOASA>2.0.ZU;2-3
Abstract
(E)-alpha-Selanylvinylzirconium and (E)-alpha-silylvinylzirconium complexes 2 were prepared conveniently via hydrozirconation of the alkynylselenides and the alkynylsilanes 1, respectively. Intermediates 2 were reacted with a cyl chlorides 3 via Zr-Cu transmetallation with retention of the configurat ion to afford alpha-seleno or alpha-silyl alpha,beta-unsaturated ketones 4 in good yield.