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Catalytic Asymmetric Construction of α-Quaternary Cyclopentanones and Its Application to the Syntheses of (-)-1,14-Herbertenediol and (-)-Aphanorphine. | LitMetric
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Catalytic Asymmetric Construction of α-Quaternary Cyclopentanones and Its Application to the Syntheses of (-)-1,14-Herbertenediol and (-)-Aphanorphine.

Dao-Yong Zhu , Ming-Hui Xu , Yong-Qiang Tu , Fu-Min Zhang , Shao-Hua Wang

Chemistry

State Key Laboratory of Applied Organic Chemistry & College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou and Collaborative Innovation Center of Chemical Science and Engineering, Tianjin (P. R. China), Fax: (+86) 931-8912582.

Published: October 2015

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Article Abstract

A novel and efficient strategy to build α-benzylic quaternary cyclopentanones with excellent enantioselectivities (up to 96 % ee) and high yields (up to 99 % yield) has been developed, and its application demonstrated by the first catalytic asymmetric total synthesis of (-)-1,14-herbertenediol and the formal synthesis of (-)-aphanorphine.

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 Source
http://dx.doi.org/10.1002/chem.201502700DOI Listing

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