Issue 17, 2003
From the journal:

Chemical Communications

Diastereoselective photocycloaddition of axially chiral monothiosuccinimides to 1,1-diphenylethylene

Masami Sakamoto,*a   Masaki Shigekura,a   Ayako Saito,a   Tomoko Ohtake,a   Takashi Minoa  and  Tsutomu Fujitaa  

* Corresponding authors

a Department of Materials Technology, Faculty of Engineering, Chiba University, Yayoi-cho, Chiba 263-8522, Japan
E-mail: sakamotom@faculty.chiba-u.jp
Fax: 81 43 290 3401
Tel: 81 43 290 3387

Abstract

Photolysis of axially chiral monothiosuccinimides in the presence of diphenylethylene gave spirothietanes effectively, where the cycloaddition took place diastereoselectively by way of the steric effect of the ortho-substituent on the phenyl ring.

Graphical abstract: Diastereoselective photocycloaddition of axially chiral monothiosuccinimides to 1,1-diphenylethylene

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Article information

DOI
https://doi.org/10.1039/B304435A
Article type
Communication
Submitted
24 Apr 2003
Accepted
11 Jul 2003
First published
24 Jul 2003

Chem. Commun., 2003, 2218-2219

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Diastereoselective photocycloaddition of axially chiral monothiosuccinimides to 1,1-diphenylethylene

M. Sakamoto, M. Shigekura, A. Saito, T. Ohtake, T. Mino and T. Fujita, Chem. Commun., 2003, 2218 DOI: 10.1039/B304435A

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