Use of alpha-chlorosulfides in indium promoted C-C couplings: easy entry into the stereoselective formation of epoxy alkynes

Citation
G. Engstrom et al., Use of alpha-chlorosulfides in indium promoted C-C couplings: easy entry into the stereoselective formation of epoxy alkynes, TETRAHEDR L, 40(33), 1999, pp. 5967-5970
Citations number
18
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
33
Year of publication
1999
Pages
5967 - 5970
Database
ISI
SICI code
0040-4039(19990813)40:33<5967:UOAIIP>2.0.ZU;2-6
Abstract
The use of alpha-chlorosulfide compounds to control stereoselectivity in in dium promoted C-C couplings occurs smoothly at room temperature under aqueo us and mixed aqueous/organic conditions. Use of the halide to control syn/a nti ratios simplifies the indium promoted coupling with respect to earlier studies and is used to gain entry into stereocontrolled epoxy alkynes in go od yields. (C) 1999 Elsevier Science Ltd. All rights reserved.