Issue 4, 2006
From the journal:

Chemical Communications

l-Prolinamide-catalyzed direct nitroso aldol reactions of α-branched aldehydes: a distinct regioselectivity from that with l-proline†

Hai-Ming Guo,abc   Li Cheng,a   Lin-Feng Cun,a   Liu-Zhu Gong,*ac   Ai-Qiao Miac  and  Yao-Zhong Jiang*ac  

* Corresponding authors

a Key Laboratory for Asymmetric Synthesis and Chirotechnology of Sichuan Province and Union Laboratory of Asymmetric Synthesis, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu, China
E-mail: gonglz@cioc.ac.cn

b Department of Chemistry, Henan Normal University, Xinxiang, Henan, China

c Graduate School of Chinese Academy of Sciences, Beijing, China

Abstract

The first direct enantioselective N-nitroso aldol reaction of aldehyde with nitrosobenzene catalyzed by an L-prolinamide derivative is presented; the reactions proceed smoothly furnishing the α-hydroxyamino carbonyl compounds, the otherwise disfavored products, in good yields with up to 64% ee.

Graphical abstract: l-Prolinamide-catalyzed direct nitroso aldol reactions of α-branched aldehydes: a distinct regioselectivity from that with l-proline

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Article information

DOI
https://doi.org/10.1039/B514194J
Article type
Communication
Submitted
10 Oct 2005
Accepted
17 Nov 2005
First published
07 Dec 2005

Chem. Commun., 2006, 429-431

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L-Prolinamide-catalyzed direct nitroso aldol reactions of α-branched aldehydes: a distinct regioselectivity from that with L-proline

H. Guo, L. Cheng, L. Cun, L. Gong, A. Mi and Y. Jiang, Chem. Commun., 2006, 429 DOI: 10.1039/B514194J

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