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Total syntheses of 9-epoxyfalcarindiol and its diastereomer

[Display omitted] The first total syntheses of 9-epoxyfalcarindiol 1a and its diastereomer 1b have been achieved. Central to our approach were the Zn-cyclopropane-based amino alcohol catalyzed enantioselective alkynylation of acrolein, the diastereoselective addition of a diynic ester to an epoxy al...

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Bibliographic Details
Published in:Tetrahedron: asymmetry 2017-02, Vol.28 (2), p.288-295
Main Authors: Zhou, Yun, Huang, Yanli, Li, Shuoning, Yang, Pengfei, Zhong, Jiangchun, Yin, Jingwei, Ji, Kaijie, Yang, Yanqing, Ye, Ning, Wang, Lifeng, Wang, Mingan, Wang, Min, Bian, Qinghua
Format: Article
Language:English
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Summary:[Display omitted] The first total syntheses of 9-epoxyfalcarindiol 1a and its diastereomer 1b have been achieved. Central to our approach were the Zn-cyclopropane-based amino alcohol catalyzed enantioselective alkynylation of acrolein, the diastereoselective addition of a diynic ester to an epoxy aldehyde, and the asymmetric Sharpless epoxidation of allylic alcohol catalyzed with L-(+)-diethyl tartrate and Ti(OiPr)4.
ISSN:0957-4166
1362-511X
DOI:10.1016/j.tetasy.2016.12.008