Synlett 1996; 1996(8): 755-756
DOI: 10.1055/s-1996-5539
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Regio- and Stereocontrolled Hydrostannation of (E) and (Z)-Chloroenynes. An Efficient Preparation of Chlorodienyl Tributyltin Reagents

Mouâd Alami* , Fabiola Ferri
  • *Ecole Normale Supérieure, Département de Chimie, 24 rue Lhomond, 75231 Paris Cedex 05, France, Fax: (+33) 1 47 07 68 56
Further Information

Publication History

Publication Date:
31 December 2000 (online)

(E) and (Z)-chloroenynes undergo rapid addition of tributyltin hydride in the presence of a catalytic amount of palladium complex to give regio- and stereoselectively chlorodienyl stannanes of general formula A in good to excellent isolated yields. Hydrostannation of conjugated (Z)-1,3-enynes has also been performed and showed to be remarkably regioselective.