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A general asymmetric route to enantio-enriched isoflavanes via an organocatalytic annulation of o-quinone methides and aldehydes
Authors:Jian Zhang  Shuangzhan Zhang  Huixin Yang  Ding Zhou  Xueting Yu  Wei Wang  Hexin Xie
Affiliation:1. State Key Laboratory of Bioreactor Engineering, Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China;2. Department of Chemistry and Chemical Biology, University of New Mexico, Albuquerque, NM 87131-0001, United States
Abstract:Reported herein is a general approach to optically active isoflavanes based on a chiral amine-catalyzed [4?+?2] asymmetric annulation of o-quinone methides and aldehydes. A number of naturally occurring isoflavanes, including equol, sativan, isosativan, vestitol and medicarpin, as well as isoflavane analogues were readily prepared with good to excellent enantioselectivities.
Keywords:Isoflavanes  Asymmetric  Organocatalysis  Corresponding author.
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