Issue 5, 2013
From the journal:

Organic & Biomolecular Chemistry

Iridium-catalyzed asymmetric hydroalkynylation reactions of oxabenzonorbornadienes†

Jun Hu,a   Qingjing Yang,a   Jianbin Xu,a   Chao Huang,a   Baomin Fan,*a   Jun Wang,b   Chengyuan Lin,b   Zhaoxiang Bianbc  and  Albert S. C. Chan*c  

* Corresponding authors

a Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission and Ministry of Education, Yunnan University of Nationalities, Kunming, China
E-mail: adams.bmf@hotmail.com
Fax: (+86)-871-5910017

b School of Chinese Medicine, Hong Kong Baptist University, Hong Kong, China

c Institute of Creativity, Hong Kong Baptist University, Hong Kong, China
E-mail: ascchan@hkbu.edu.hk
Fax: +852-34112123

Abstract

Oxabenzonorbornadienes were found to be suitable substrates for asymmetric hydroalkynylation reactions. Catalyzed by the complex of [Ir(COD)Cl]2 and (R)-SYNPHOS, oxabenzonorbornadienes and terminal alkynes could react smoothly to give the alkynylated products in moderate to good yields (up to 93% yield) and enantioselectivities (up to 85% ee).

Graphical abstract: Iridium-catalyzed asymmetric hydroalkynylation reactions of oxabenzonorbornadienes

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Article information

DOI
https://doi.org/10.1039/C2OB26775F
Article type
Paper
Submitted
10 Sep 2012
Accepted
13 Nov 2012
First published
13 Nov 2012

Org. Biomol. Chem., 2013,11, 814-820

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Iridium-catalyzed asymmetric hydroalkynylation reactions of oxabenzonorbornadienes

J. Hu, Q. Yang, J. Xu, C. Huang, B. Fan, J. Wang, C. Lin, Z. Bian and A. S. C. Chan, Org. Biomol. Chem., 2013, 11, 814 DOI: 10.1039/C2OB26775F

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