Issue 15, 2002
From the journal:

Chemical Communications

Crucial role of the ligand of silyl Lewis acid in the Mukaiyama aldol reaction†

Kazuaki Ishihara,a   Yukihiro Hiraiwaa  and  Hisashi Yamamoto*a  

* Corresponding authors

a Graduate School of Engineering, Nagoya University, SORST, Japan Science and Technology Corporation (JST), Furo-cho, Chikusa, Nagoya, Japan
E-mail: yamamoto@cc.nagoya-u.ac.jp
Fax: (+81)52-789-3222

Abstract

The Me3SiX-induced Mukaiyama aldol reaction proceeds through each catalytic cycle under the influence of X–: the silyl group of Me3SiNTf2 does not release from –NTf2 and that of silyl enol ether intermolecularly transfers to the product, while the silyl group of Me3SiOTf remains in the product and that of the silyl enol ether becomes the catalyst for the next catalytic cycle.

Graphical abstract: Crucial role of the ligand of silyl Lewis acid in the Mukaiyama aldol reaction

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Article information

DOI
https://doi.org/10.1039/B203838B
Article type
Communication
Submitted
19 Apr 2002
Accepted
06 Jun 2002
First published
19 Jun 2002

Chem. Commun., 2002, 1564-1565

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Crucial role of the ligand of silyl Lewis acid in the Mukaiyama aldol reaction

K. Ishihara, Y. Hiraiwa and H. Yamamoto, Chem. Commun., 2002, 1564 DOI: 10.1039/B203838B

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