Current Organic Chemistry

Author(s): Nai-Xing Wang, Yalan Xing and Yan-Jing Wang

DOI: 10.2174/1385272811317140010

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Asymmetric Synthesis of Chiral Flavanone and Chromanone Derivatives

Page: [1555 - 1562] Pages: 8

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Abstract

Chiral chromans and flavanones derivatives are widely exist in plants, asymmetric synthesis of biological active chiral flavanone and chromanone derivatives is a valuable research field. A chroman derivatived (+)-(S,R,R,R)-Nebivolol (β1-adrenergic receptor blocker) has been synthesized by natural chiron and sulfoxide-directed method recently. Enantioselective method for the synthesis of flavanones and chromanones by the oxa-Michael addition and other cyclization reactions are described, asymmetric Michael-Michael cascade reaction for the construction of chiral chromans provideas a novel method in the synthesis of chiral flavanones and chromanones. Trost’s AAA reaction (Pd-catalyzed asymmetric allylic alkylation) provides a novel strategies in the synthesis of flavanones and chromanones.

Keywords: Asymmetric synthesis, Cyclization, Michael addition, Cascade reaction, AAA reaction.