Highly enantioselective synthesis of tertiary alcohols: C2-symmetric N,N′-dioxide-Sc(III) complex promoted direct aldol reaction of α-ketoesters and diazoacetate esters

Fei Wang; Xiaohua Liu; Yulong Zhang; Lili Lin; Xiaoming Feng

doi:10.1039/B913520K

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Highly enantioselective synthesis of tertiary alcohols: C₂-symmetric N,N′-dioxide-Sc(iii) complex promoted direct aldol reaction of α-ketoesters and diazoacetate esters†

Fei Wang,^a Xiaohua Liu,^a Yulong Zhang,^a Lili Lin^a and Xiaoming Feng*^a

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* Corresponding authors

^a Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China
E-mail: xmfeng@scu.edu.cn
Fax: + 86 28 85418249
Tel: +86 28 85418249

Abstract

A C₂-symmetric N,N′-dioxide-Sc(III) complex has been developed to promote the asymmetric catalytic aldol reaction of α-ketoesters and diazoacetate esters to afford tertiary alcohols in good yields with excellent enantioselectivities.

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Supplementary files

Experimental details and product characterization PDF (4276K)

Article information

DOI: https://doi.org/10.1039/B913520K
Article type: Communication
Submitted: 07 Jul 2009
Accepted: 16 Oct 2009
First published: 02 Nov 2009

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Chem. Commun., 2009, 7297-7299

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Highly enantioselective synthesis of tertiary alcohols: C₂-symmetric N,N′-dioxide-Sc(III) complex promoted direct aldol reaction of α-ketoesters and diazoacetate esters

F. Wang, X. Liu, Y. Zhang, L. Lin and X. Feng, Chem. Commun., 2009, 7297 DOI: 10.1039/B913520K

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Chemical Communications