Issue 8, 2014

Stereospecific synthesis of highly functionalized benzo[3.1.0]bicycloalkanes via multistep cascade reactions

Abstract

A facile approach for the synthesis of benzo[3.1.0]bicycloalkanes via alkylation/cyclopropanation cascade reactions of benzyl bromide with triphenylphosphonium bromide has been developed. By elaborate designing of starting materials, this multistep cyclization proceeded smoothly with a wide range of substrates, providing the benzo[3.1.0]bicycloalkanes in 52–90% yields with exclusive diastereoselectivity.

Graphical abstract: Stereospecific synthesis of highly functionalized benzo[3.1.0]bicycloalkanes via multistep cascade reactions

Supplementary files

Article information

Article type
Research Article
Submitted
04 Cax 2014
Accepted
12 Qas 2014
First published
17 Qas 2014

Org. Chem. Front., 2014,1, 965-968

Author version available

Stereospecific synthesis of highly functionalized benzo[3.1.0]bicycloalkanes via multistep cascade reactions

J. Zhu, H. Chen, L. Wang and Y. Tang, Org. Chem. Front., 2014, 1, 965 DOI: 10.1039/C4QO00134F

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