Issue 16, 2007
From the journal:

Chemical Communications

Diastereoselective photocycloaddition using memory effect of molecular chirality controlled by crystallization†

Masami Sakamoto,*a   Atsushi Unosawa,a   Shuichiro Kobaru,a   Yasuhiro Hasegawa,a   Takashi Mino,a   Yoshio Kasashimaa  and  Tsutomu Fujitaa  

* Corresponding authors

a Department of Applied Chemistry and Biotechnology, Faculty of Engineering, Chiba University, Yayoi-cho, Inage-ku, Chiba, Japan
E-mail: sakamotom@faculty.chiba-u.jp
Fax: 81 43 290 3401
Tel: 81 43 290 3387

Abstract

Naphthamides derived from L-proline, which exist as a mixture of several diastereomers in solution, converged to single diastereomer by crystallization, and the conformational transformation was controlled after the crystals were dissolved in the solvent at low temperature, where the frozen conformation was retained long enough for subsequent asymmetric reaction.

Graphical abstract: Diastereoselective photocycloaddition using memory effect of molecular chirality controlled by crystallization

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Article information

DOI
https://doi.org/10.1039/B617888J
Article type
Communication
Submitted
07 Dec 2006
Accepted
12 Jan 2007
First published
06 Feb 2007

Chem. Commun., 2007, 1632-1634

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Diastereoselective photocycloaddition using memory effect of molecular chirality controlled by crystallization

M. Sakamoto, A. Unosawa, S. Kobaru, Y. Hasegawa, T. Mino, Y. Kasashima and T. Fujita, Chem. Commun., 2007, 1632 DOI: 10.1039/B617888J

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