Issue 52, 2012
From the journal:

Chemical Communications

Unexpected formation of stannolanes and trigonal bipyramidal tin complexes by radical cyclization reaction†

Akio Kamimura,*a   Shingo Ishikawa,a   Fumiaki Noguchi,a   Takaaki Moriyama,a   Masahiro So,a   Toshihiro Murafujib  and  Hidemitsu Unoc  

* Corresponding authors

a Department of Applied Molecular Bioscience, Graduate School of Medicine, Yamaguchi University, Ube 755-8611, Japan
E-mail: ak10@yamaguchi-u.ac.jp
Fax: +81-836-85-9231

b Department of Applied Molecular Bioscience, Graduate School of Medicine, Yamaguchi University, Yamaguchi 753-8511, Japan

c Department of Chemistry, Graduate School of Science and Engineering, Ehime University, Matsuyama, Japan

Abstract

Optically active stannolanes and trigonal bipyramidal pentacoordinated tin complexes were readily prepared by radical cyclization of N-propargylated chiral aza-Morita–Baylis–Hillman adducts induced by Bu3SnH. A translocated radical through the cyclization attacked the Bu3Sn group in an SH2 manner.

Graphical abstract: Unexpected formation of stannolanes and trigonal bipyramidal tin complexes by radical cyclization reaction

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Article information

DOI
https://doi.org/10.1039/C2CC31753B
Article type
Communication
Submitted
09 Mar 2012
Accepted
03 May 2012
First published
04 May 2012

Chem. Commun., 2012,48, 6592-6594

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Unexpected formation of stannolanes and trigonal bipyramidal tin complexes by radical cyclization reaction

A. Kamimura, S. Ishikawa, F. Noguchi, T. Moriyama, M. So, T. Murafuji and H. Uno, Chem. Commun., 2012, 48, 6592 DOI: 10.1039/C2CC31753B

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