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Chemistry. 2013 Jan 14;19(3):865-9. doi: 10.1002/chem.201203701. Epub 2012 Dec 12.

Rhodium-catalyzed enantioselective addition to unsymmetrical α-diketones: tandem one-pot synthesis of optically active 3-tetrasubstituted isochroman derivatives.

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  • 1Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai 201203, PR China.

Abstract

The domino effect: An efficient and general catalytic one-pot synthesis of quaternary-substituted isochroman derivatives has been developed (see scheme). The cascade transformation relies on rhodium-catalyzed highly regio- and enantioselective 1,2-addition of arylboronic acids to unsymmetrical α-diketones and intramolecular etherification or esterification, and provides a variety of enantioenriched isochromanones under exceptionally mild conditions.

PMID:
23239222
DOI:
10.1002/chem.201203701
[PubMed - indexed for MEDLINE]
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