Issue 43, 2012
From the journal:

Chemical Communications

Asymmetric aldol reactionvia memory of chirality†‡

Hidetoshi Watanabe,a   Tomoyuki Yoshimura,a   Shimpei Kawakami,a   Takahiro Sasamori,a   Norihiro Tokitoha  and  Takeo Kawabata*a  

* Corresponding authors

a Institute for Chemical Research, Kyoto University, Uji, Kyoto 611-0011, Japan
E-mail: kawabata@scl.kyoto-u.ac.jp
Fax: +81 774 38 3197
Tel: +81 774 38 3190

Abstract

Asymmetric aldol reactions of α-amino acid derivatives via memory of chirality were developed. Chiral oxazolidones with contiguous tetra- and trisubstituted chiral centers were obtained in 78–94% ee by the asymmetric aldol reaction followed by intramolecular acylation.

Graphical abstract: Asymmetric aldol reaction via memory of chirality

  • This article is part of the themed collection: Chirality
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Article information

DOI
https://doi.org/10.1039/C2CC31447A
Article type
Communication
Submitted
27 Feb 2012
Accepted
03 Apr 2012
First published
03 Apr 2012

Chem. Commun., 2012,48, 5346-5348

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Asymmetric aldol reaction via memory of chirality

H. Watanabe, T. Yoshimura, S. Kawakami, T. Sasamori, N. Tokitoh and T. Kawabata, Chem. Commun., 2012, 48, 5346 DOI: 10.1039/C2CC31447A

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