Issue 37, 2010
From the journal:

Chemical Communications

Development of a new Lewis base-tolerant chiral LBA and its application to catalytic asymmetric protonation reaction†

Cheol Hong Cheon,a   Tatsushi Imahorib  and  Hisashi Yamamoto*a  

* Corresponding authors

a Department of Chemistry, The University of Chicago, 5735 South Ellis Avenue, Chicago, Illinois 60615, USA
E-mail: yamamoto@uchicago.edu
Fax: +1 773 702 0805
Tel: +1 773 702 5059

b Priority Organization for Innovation and Excellence, Kumamoto University, 2-39-1 Kurokami, Kumamoto 860-8555, Japan

Abstract

A new Lewis base-tolerant LBA (Lewis Acid Assisted Brønsted Acid) derived from La(OTf)3 and (S)-HOP has been developed as a new chiral Brønsted acid. This acid has been successfully applied as a catalyst to asymmetric protonation reactions of silyl enol ethers of 2-substituted cyclic ketones.

Graphical abstract: Development of a new Lewis base-tolerant chiral LBA and its application to catalytic asymmetric protonation reaction

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Article information

DOI
https://doi.org/10.1039/C0CC02492A
Article type
Communication
Submitted
10 Jul 2010
Accepted
03 Aug 2010
First published
23 Aug 2010

Chem. Commun., 2010,46, 6980-6982

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Development of a new Lewis base-tolerant chiral LBA and its application to catalytic asymmetric protonation reaction

C. H. Cheon, T. Imahori and H. Yamamoto, Chem. Commun., 2010, 46, 6980 DOI: 10.1039/C0CC02492A

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