Issue 32, 2008
From the journal:

Chemical Communications

Rhodium-catalyzed enantio- and diastereoselective intramolecular [2 + 2 + 2] cycloaddition of unsymmetrical dienynes†

Hiromi Sagae,a   Keiichi Noguchi,b   Masao Hiranoa  and  Ken Tanaka*a  

* Corresponding authors

a Department of Applied Chemistry, Graduate School of Engineering, Tokyo University of Agriculture and Technology, Koganei, Japan
E-mail: tanaka-k@cc.tuat.ac.jp
Fax: +81 42 388 7037
Tel: +81 42 388 7037

b Instrumentation Analysis Center, Tokyo University of Agriculture and Technology, Koganei, Japan

Abstract

A cationic rhodium(I)/(R)-H8-BINAP or (R)-Segphos complex catalyzes an intramolecular [2 + 2 + 2] cycloaddition of unsymmetrical dienynes, leading to fused tri- and tetracyclic cyclohexenes bearing two tertiary or quaternary carbon centers in high yields with high enantio- and diastereoselectivity.

Graphical abstract: Rhodium-catalyzed enantio- and diastereoselective intramolecular [2 + 2 + 2] cycloaddition of unsymmetrical dienynes

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Article information

DOI
https://doi.org/10.1039/B804294B
Article type
Communication
Submitted
12 Mar 2008
Accepted
19 May 2008
First published
03 Jul 2008

Chem. Commun., 2008, 3804-3806

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Rhodium-catalyzed enantio- and diastereoselective intramolecular [2 + 2 + 2] cycloaddition of unsymmetrical dienynes

H. Sagae, K. Noguchi, M. Hirano and K. Tanaka, Chem. Commun., 2008, 3804 DOI: 10.1039/B804294B

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