Issue 17, 2015
From the journal:

Chemical Communications

An organocatalytic Michael-cyclization cascade of 4-oxa-α,β-unsaturated carboxylic acids with aldehydes: facile synthesis of chiral γ-lactols and trisubstituted γ-lactones†

Jun-Bing Lin,ab   Shi-Ming Xu,a   Ji-Kang Xie,a   Hong-Yu Lib  and  Peng-Fei Xu*a  

* Corresponding authors

a State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. China
E-mail: xupf@lzu.edu.cn

b Institute of Microbiology, School of Life Sciences, Lanzhou University, Lanzhou 730000, P. R. China
E-mail: lihy@lzu.edu.cn

Abstract

An organocatalytic Michael-cyclization cascade of aldehydes with 4-oxa-α,β-unsaturated carboxylic acids has been developed, giving functionalized γ-lactols with high yields and enantioselectivities. The products could be easily transformed into complex trisubstituted γ-lactones and γ-lactams.

Graphical abstract: An organocatalytic Michael-cyclization cascade of 4-oxa-α,β-unsaturated carboxylic acids with aldehydes: facile synthesis of chiral γ-lactols and trisubstituted γ-lactones

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Article information

DOI
https://doi.org/10.1039/C4CC09686J
Article type
Communication
Submitted
04 Dec 2014
Accepted
20 Jan 2015
First published
22 Jan 2015

Chem. Commun., 2015,51, 3596-3599

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An organocatalytic Michael-cyclization cascade of 4-oxa-α,β-unsaturated carboxylic acids with aldehydes: facile synthesis of chiral γ-lactols and trisubstituted γ-lactones

J. Lin, S. Xu, J. Xie, H. Li and P. Xu, Chem. Commun., 2015, 51, 3596 DOI: 10.1039/C4CC09686J

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