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Cu-Catalyzed Enantioselective Ring-Opening of Cyclic Diaryliodoniums towards the Synthesis of Chiral Diarylmethanes
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2018-07-17 , DOI: 10.1021/jacs.8b05743
Bin Li 1 , Zengyin Chao 1 , Chunyu Li 1 , Zhenhua Gu 1
Affiliation  

A Cu-catalyzed enantioselective desymmetrizing ring-opening reaction of six-membered cyclic diaryliodonium salts with carboxylic acids or thioacids is reported for the facile access to chiral diarylmethanes. A Cu/[cyclopropyl bis(oxazoline)] catalyst well discriminates two C-I bonds of prochiral cyclic diaryliodonium salts. A stereochemical model was proposed to rationalize the stereochemical outcome on the basis of the crystal structure of cyclic diaryliodonium salt.

中文翻译:

铜催化的环状二芳基碘鎓对映选择性开环合成手性二芳基甲烷

据报道,六元环状二芳基碘鎓盐与羧酸或硫代酸的 Cu 催化对映选择性去对称开环反应可轻松获得手性二芳基甲烷。Cu/[环丙基双(恶唑啉)]催化剂很好地区分了前手性环状二芳基碘鎓盐的两个CI键。基于环状二芳基碘鎓盐的晶体结构,提出了立体化学模型来合理化立体化学结果。
更新日期:2018-07-17
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