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铑催化四取代烯丙基砜的高度区域和对映选择性氢化:一种高效合成手性烯丙基砜的方法。

Rhodium-Catalyzed Highly Regio- and Enantioselective Hydrogenation of Tetrasubstituted Allenyl Sulfones: An Efficient Access to Chiral Allylic Sulfones.

作者信息

Long Jiao, Shi Liyang, Li Xiong, Lv Hui, Zhang Xumu

机构信息

Key Laboratory of Biomedical Polymers of Ministry of Education &, College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, Hubei, 430072, P. R. China.

Engineering Research Center of Organosilicon Compounds & Materials, Ministry of Education, College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, Hubei, 430072, P. R. China.

出版信息

Angew Chem Int Ed Engl. 2018 Oct 1;57(40):13248-13251. doi: 10.1002/anie.201804891. Epub 2018 Sep 4.

DOI:10.1002/anie.201804891
PMID:30125445
Abstract

A highly regio- and enantioselective hydrogenation of challenging tetrasubstituted allenyl sulfones has been developed, affording chiral allylic sulfones in good yields with excellent regio- and enantioselectivities (up to 99 % yield and 99 % ee). This method provides an efficient and concise route to chiral allylic sulfones, thus offering an atom-economic process with a wide range of potential applications in organic synthesis and medicinal chemistry.

摘要

已开发出一种对具有挑战性的四取代烯丙基砜进行高度区域和对映选择性氢化的方法,可提供高收率、优异区域和对映选择性的手性烯丙基砜(收率高达99%,对映体过量值高达99%)。该方法为合成手性烯丙基砜提供了一条高效简洁的路线,从而提供了一种原子经济的方法,在有机合成和药物化学中有广泛的潜在应用。

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