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Issue 30, 2012
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Efficient proline and prolinol ether mediated 3-component synthesis of 3- and 3,4-substituted chromenone derivatives

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Abstract

A highly efficient route for the synthesis of valuable 3,4-substituted chromenone derivatives by the reaction of 1,3-diketones with aldehydes in the presence of L-proline was developed. The reactions take advantage of readily available starting materials and follow a Knoevenagel condensation/Michael addition/hemiacetalization domino process. Chiral 3-substituted chromenones are obtained with high enantioselectivities when a chiral diarylprolinol TMS-ether is applied in the reaction.

Graphical abstract: Efficient proline and prolinol ether mediated 3-component synthesis of 3- and 3,4-substituted chromenone derivatives

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Article information


Submitted
29 Feb 2012
Accepted
19 Apr 2012
First published
14 May 2012

Org. Biomol. Chem., 2012,10, 6201-6210
Article type
Paper

Efficient proline and prolinol ether mediated 3-component synthesis of 3- and 3,4-substituted chromenone derivatives

M. Rueping, E. Merino and M. Bolte, Org. Biomol. Chem., 2012, 10, 6201
DOI: 10.1039/C2OB25443C

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