Chiral indane skeleton based thiourea catalyzed highly stereoselective cascade Michael–enolation–cyclization reaction

Qiao Ren; Yaojun Gao; Jian Wang

doi:10.1039/C1OB05477E

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Organic & Biomolecular Chemistry

Issue 14, 2011

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Chiral indane skeleton based thiourea catalyzed highly stereoselective cascade Michael–enolation–cyclization reaction

Qiao Ren , Yaojun Gao and Jian Wang

Org. Biomol. Chem., 2011,9, 5297-5302

DOI: 10.1039/C1OB05477E
Received 26 Mar 2011, Accepted 20 Apr 2011
First published on the web 21 Apr 2011

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Abstract
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An efficient asymmetric cascade reaction catalyzed by a chiral bifunctional indane amine–thiourea catalyst has been developed. From a broad substrate scope, chiral dihydro-2H-pyran complexes that contained two stereogenic centers were obtained in a one-pot manner in good to excellent yields (72–97%) and high to excellent stereoselectivities (92–97% ee).