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RESEARCH ARTICLE
Contents Vol 66(11)

Synthesis of Chiral 1,2-Dihydronaphtho[2,1-b]furans by Organocatalytic Domino Reactions Catalyzed with Multiple Catalysis

Jin-Yun Pan A , Xin-Sheng Li A , Dong-Cheng Xu A and Jian-Wu Xie A B
+ Author Affiliations
- Author Affiliations

A Department of Chemistry and Life Science, Zhejiang Normal University, 321004 Jinhua, China.

B Corresponding author. Email: xiejw@zjnu.cn

Australian Journal of Chemistry 66(11) 1415-1421 https://doi.org/10.1071/CH13317
Submitted: 23 June 2013  Accepted: 26 July 2013   Published: 28 August 2013

Abstract

A chiral multiple catalysis with two chiral units has been proved effective in the domino Friedel–Crafts alkylation of β-naphthols with α-bromonitroalkenes. This novel and efficient domino reaction affords chiral 1,2-dihydronaphtho[2,1-b]furans in good to high yields and enantioselectivities (up to 93 % yield, 91 % enantiomeric excess).


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