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Synlett 1998; 1998(12): 1438-1440
DOI: 10.1055/s-1998-1951
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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
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Publikationsdatum:
31. Dezember 2000 (online)

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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.

asymmetric synthesis - zinc organometallic - copper catalysis - organoborane