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在温和条件下烯丙醇的化学、区域和立体选择性Heck-Matsuda芳基化反应。

Chemo-, regio-, and stereoselective Heck-Matsuda arylation of allylic alcohols under mild conditions.

作者信息

Chaudhari Tohasib Yusub, Hossian Asik, Manna Manash Kumar, Jana Ranjan

机构信息

Chemistry Division, CSIR-Indian Institute of Chemical Biology, 4 Raja S. C. Mullick Road, Jadavpur, Kolkata-700032, West Bengal, India.

出版信息

Org Biomol Chem. 2015 May 7;13(17):4841-5. doi: 10.1039/c5ob00235d.

Abstract

Heck arylation with allylic alcohol is extremely challenging due to chemo-, regio-, and stereoselective scrambling. Here we report a mild protocol for the alcohol selective β- and α-arylation of allylic and cinnamyl alcohols respectively with aryldiazonium salts. The steric and electronic parameters of the alkene play a prominent role in the regioselectivity.

摘要

由于化学、区域和立体选择性的混乱,烯丙醇的Heck芳基化极具挑战性。在此,我们报道了一种温和的方法,分别用芳基重氮盐对烯丙醇和肉桂醇进行醇选择性的β-和α-芳基化。烯烃的空间和电子参数在区域选择性中起显著作用。

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