Synlett 1998; 1998(12): 1438-1440
DOI: 10.1055/s-1998-1951
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.

Stereoselective Preparation and Reaction of Chiral Secondary Cycloalkyl- and Alkyl-Zinc Reagents

Andreas Boudier* , Felix Flachsmann, Paul Knochel
  • *Fachbereich Chemie der Philipps-Universität Marburg, D-35032 Marburg, Germany; Fax + 49 6421 28 21 89; E-mail: knochel@ps1515.chemie.uni-marburg.de
Further Information

Publication History

Publication Date:
31 December 2000 (online)

The hydroboration of trisubstituted olefins with IpcBH2 provides enantiomerically enriched organoboranes which after successive treatment with Et2BH and i-Pr2Zn afford diastereomerically pure (> 95% de) configurationally stable cyclic and open-chain organozinc reagents which can be trapped with various electrophiles (allylic halides, acid chlorides and 1-bromoalkynes) with retention of configuration.