Triarylborane Ammonia Complexes as Ideal Precursors for Arylzinc Reagents in Asymmetric Catalysis

Stefan Dahmen* and Matthias Lormann
cynora GmbH, Kaiserstrasse 100, D-52134 Herzogenrath, Germany
Org. Lett., 2005, 7 (21), pp 4597–4600
DOI: 10.1021/ol0515659
Publication Date (Web): September 23, 2005
Copyright © 2005 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, dahmen@cynora.de

Abstract

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The value of arylboranes as precursors for arylzinc reagents in asymmetric catalysis is demonstrated. Kinetic studies on the transmetalation reaction with zinc reagents rationalize the observed differences of three classes of arylboranes in catalytic applications. By using the stable and easily accessible triarylborane ammonia complexes, an array of chiral diarylmethanols in high yield and enantioselectivity was synthesized.

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History

  • Published In Issue October 13, 2005
  • Received July 5, 2005

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