Strong Counteranion Effects on the Catalytic Activity of Cationic Silicon Lewis Acids in Mukaiyama Aldol and Diels−Alder Reactions

Kenji Hara, Ryuto Akiyama, and Masaya Sawamura*
Division of Chemistry, Graduate School of Science, Hokkaido University, Sapporo 060-0810, Japan, and PRESTO, Japan Science and Technology Agency
Org. Lett., 2005, 7 (25), pp 5621–5623
DOI: 10.1021/ol052206g
Publication Date (Web): November 12, 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.

, sawamura@sci.hokudai.ac.jp

Abstract

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A toluene-coordinated silyl borate, [Et3Si(toluene)]B(C6F5)4, demonstrated catalytic activities significantly higher than those of Me3SiOTf and Me3SiNTf2 in Mukaiyama aldol and Diels−Alder reactions.

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History

  • Published In Issue December 08, 2005
  • Received September 13, 2005

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