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, Email: sawamurasci.hokudai.ac.jp

K. Hara, R. Akiyama, M. Sawamura, Org. Lett., 2005, 7, 5621-5623.

DOI: 10.1021/ol052206g

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Abstract

A toluene-coordinated silyl borate, [Et₃Si(toluene)]B(C₆F₅)₄, demonstrated high catalytic activity in Mukaiyama aldol and Diels-Alder reactions.

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preparation of [Et₃Si(toluene)]B(C₆F₅)₄

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Key Words

Diels-Alder Reaction, Mukaiyama Aldol Addition

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ID: J54-Y2005-2100