通过镍（II）/三恶唑啉催化的砜迈克尔/Aldol 级联反应对具有季立体中心的 3-胺四氢噻吩进行不对称合成：手性噻唑核苷的发散途径。
Asymmetric Synthesis of 3-Amine-tetrahydrothiophenes with a Quaternary Stereocenter via Nickel(II)/Trisoxazoline-Catalyzed Sulfa-Michael/Aldol Cascade Reaction: Divergent Access to Chiral Thionucleosides.
机构信息
Henan Key Laboratory of Organic Functional Molecules and Drug Innovation, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, China.
School of Biological and Chemical Engineering, Nanyang Institute of Technology, Nanyang, Henan 473000, China.
出版信息
Org Lett. 2021 Jan 1;23(1):81-86. doi: 10.1021/acs.orglett.0c03747. Epub 2020 Dec 17.
A generally useful Ni(II)/trisoxazoline-catalyzed asymmetric sulfa-Michael/Aldol cascade reaction is introduced to access chiral 3-amine-tetrahydrothiophene derivatives containing a quaternary stereocenter (32 examples, up to 93% yield, > 20:1 dr and 92% ee). Moreover, the novel strategy offers an efficient and convenient approach to construct chiral thionucleoside analogues.
本文介绍了一种普遍适用的 Ni(II)/三恶唑啉催化的不对称砜-迈克尔/Aldol 级联反应，用于获得含有季立体中心的手性 3-胺四氢噻吩衍生物（32 个例子，最高产率达 93%，>20:1 dr 和 92%ee）。此外，该新策略提供了一种高效、便捷的方法来构建手性硫核苷类似物。
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