Issue 33, 2005
From the journal:

Chemical Communications

Enantioselective allylation of ketones catalyzed by chiral In(iii)-PYBOX complexes†

Jun Lu,ac   Mei-Ling Hong,c   Shun-Jun Ji,*a   Yong-Chua Teoc  and  Teck-Peng Loh*ab  

* Corresponding authors

a Key Lab. of Organic Synthesis of Jiangsu Province, College of Chemistry and Chemical Engineering of Suzhou University, Suzhou, China
E-mail: shunjun@suda.edu.cn
Fax: 86-512-65112853
Tel: 86-512-65112371

b Division of Chemistry and Biological Chemistry, Nanyang Technological University, Singapore
E-mail: teckpeng@ntu.edu.sg
Fax: 65-6316 6984
Tel: 65- 6790 3733

c Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore

Abstract

In the presence of 20 mol% of chiral catalytic complex prepared from In(OTf)3 and chiral PYBOX, allyltributylstannane reacted with achiral ketones to afford the corresponding homoallylic alcohols in moderate to high enantioselectivities (54–95% ee), which constitutes the first example of enantioselective allylation of ketones catalyzed by the chiral In(III)-PYBOX complex.

Graphical abstract: Enantioselective allylation of ketones catalyzed by chiral In(iii)-PYBOX complexes

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Article information

DOI
https://doi.org/10.1039/B507768K
Article type
Communication
Submitted
02 Jun 2005
Accepted
29 Jun 2005
First published
25 Jul 2005

Chem. Commun., 2005, 4217-4218

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Enantioselective allylation of ketones catalyzed by chiral In(III)-PYBOX complexes

J. Lu, M. Hong, S. Ji, Y. Teo and T. Loh, Chem. Commun., 2005, 4217 DOI: 10.1039/B507768K

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