Synlett 1997; 1997(11): 1239-1240
DOI: 10.1055/s-1997-1002
letter
© 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.

Reversal of Anti to Syn Diastereoselectivity in Crotyltitanation Reaction

Jan Szymoniak* , Nadine Thery, Claude Moïse1
  • *Laboratoire de Synthèse et d’Electrosynthèse Organométalliques, UMR CNRS 5632, Faculté des Sciences, 6 bd Gabriel, 21000 Dijon, France
Further Information

Publication History

Publication Date:
31 December 2000 (online)

η3-2-Methylcrotyl(tiglyl)titanocene reacts with aldehydes to afford anti homoallylic alcohols when the reaction is carried out in THF, and preferentially syn products when the solvent is HMPA/THF=3:1. This simple control of anti versus syn diastereoselectivity expands considerably the synthetic uses of the crotyltitanation reaction.

    >