Issue 8, 2007
From the journal:

Chemical Communications

Regioselective [2 + 2]-photocycloaddition reactions of chiral tetronates—influence of temperature, pressure, and reaction medium†‡

Martin Fleck,a   Cheng Yang,b   Takehiko Wada,b   Yoshihisa Inoue*b  and  Thorsten Bach*a  

* Corresponding authors

a Lehrstuhl für Organische Chemie 1, Technische Universität München, 85747 Garching, Germany
E-mail: thorsten.bach@ch.tum.de
Fax: +49 89 28913315
Tel: +49 89 28913330

b ICORP Entropy Control Project (JST) and Department of Applied Chemistry, Osaka University, 2-1 Yamada-oka, Suita 565-0871, Japan
E-mail: inoue@chem.eng.osaka-u.ac.jp
Fax: +81-6-6879-7923
Tel: +81-6-6879-7920

Abstract

The intramolecular [2 + 2]-photocycloaddition of the 1,3-divinyl-2-cyclopentyl tetronates 1 was performed under various conditions to give perfect diastereoselectivity and a regioselectivity of up to 85/15 in the presence of γ-cyclodextrin by differentiating the two chemically very similar double bonds of 1.

Graphical abstract: Regioselective [2 + 2]-photocycloaddition reactions of chiral tetronates—influence of temperature, pressure, and reaction medium

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Article information

DOI
https://doi.org/10.1039/B613985J
Article type
Communication
Submitted
26 Sep 2006
Accepted
24 Oct 2006
First published
20 Nov 2006

Chem. Commun., 2007, 822-824

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Regioselective [2 + 2]-photocycloaddition reactions of chiral tetronates—influence of temperature, pressure, and reaction medium

M. Fleck, C. Yang, T. Wada, Y. Inoue and T. Bach, Chem. Commun., 2007, 822 DOI: 10.1039/B613985J

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