Diastereo- and Enantioselective Synthesis of 2,2-Disubstituted Benzofuran-3-one Bearing Adjacent Quaternary and Tertiary Stereocenters

The first highly diastereo- and enantioselective synthesis of armeniaspirol analogues was achieved using L-proline derived bifunctional squaramide which outperformed commonly used organocatalysts. Excellent yield (up to 99%) with diastereoselectivity (up to 99:1) and enantioselectivity (up to 99%) w...

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Bibliographic Details
Published in:Journal of organic chemistry 2017-10, Vol.82 (20), p.10812-10822
Main Authors: Sivamuthuraman, Koilpitchai, Kumarswamyreddy, Nandarapu, Kesavan, Venkitasamy
Format: Article
Language:English
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Summary:The first highly diastereo- and enantioselective synthesis of armeniaspirol analogues was achieved using L-proline derived bifunctional squaramide which outperformed commonly used organocatalysts. Excellent yield (up to 99%) with diastereoselectivity (up to 99:1) and enantioselectivity (up to 99%) were obtained for a wide range of substrates.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.7b01105