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Issue 49, 2015
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Regioselectivity switch in chiral amine-catalysed asymmetric addition of aldehydes to reactive enals

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Abstract

In this communication, we present a regioselectivity switch for the chiral amine-catalysed asymmetric addition of aldehydes to reactive enals to afford either aldol adducts or conjugate adducts in a stereoselective fashion. The unprecedented asymmetric aldol reaction of aldehydes with enals was realized by the use of a diarylprolinol catalyst, giving synthetically useful and important chiral allylic alcohols.

Graphical abstract: Regioselectivity switch in chiral amine-catalysed asymmetric addition of aldehydes to reactive enals

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Supplementary files

Article information


Submitted
22 Apr 2015
Accepted
12 May 2015
First published
12 May 2015

Chem. Commun., 2015,51, 10062-10065
Article type
Communication
Author version available

Regioselectivity switch in chiral amine-catalysed asymmetric addition of aldehydes to reactive enals

T. Kano, H. Maruyama, R. Sakamoto and K. Maruoka, Chem. Commun., 2015, 51, 10062
DOI: 10.1039/C5CC02438B

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