4.6 Article

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

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 9, Issue 14, Pages 5297-5302

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c1ob05477e

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Funding

  1. National University of Singapore [R143000408133, R143000408733, R143000443112]

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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).

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