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

Jian Bo Zhu; Hao Chen; Lijia Wang; Yong Tang

doi:10.1039/c4qo00134f

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

Jian Bo Zhu
, Hao Chen
, Lijia Wang
, Yong Tang^*

^*Corresponding author for this work

CAS - Shanghai Institute of Organic Chemistry

Research output: Contribution to journal › Article › peer-review

4 Scopus citations

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.

Original language	English
Pages (from-to)	965-968
Number of pages	4
Journal	Organic Chemistry Frontiers
Volume	1
Issue number	8
DOIs	https://doi.org/10.1039/c4qo00134f
State	Published - 1 Oct 2014
Externally published	Yes

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title = "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.",

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AU - Zhu, Jian Bo

AU - Chen, Hao

AU - Wang, Lijia

AU - Tang, Yong

PY - 2014/10/1

Y1 - 2014/10/1

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/84939522001

U2 - 10.1039/c4qo00134f

DO - 10.1039/c4qo00134f

M3 - 文章

AN - SCOPUS:84939522001

SN - 2052-4110

VL - 1

SP - 965

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JO - Organic Chemistry Frontiers

JF - Organic Chemistry Frontiers

IS - 8

ER -

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

Abstract

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