A general asymmetric route to enantio-enriched isoflavanes via an organocatalytic annulation of o-quinone methides and aldehydes |
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Authors: | Jian Zhang Shuangzhan Zhang Huixin Yang Ding Zhou Xueting Yu Wei Wang Hexin Xie |
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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 |
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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. |
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Keywords: | Isoflavanes Asymmetric Organocatalysis Corresponding author. |
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