Torsional Strain‐Independent Catalytic Enantioselective Synthesis of Biaryl Atropisomers

Torsional Strain‐Independent Catalytic Enantioselective Synthesis of Biaryl Atropisomers
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扭转应变独立催化对映选择性合成联芳基阻转异构体

DOI:
10.1002/anie.202211303
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发表时间:
2022
期刊:
影响因子:
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通讯作者:
Jia-Yu Liao
Jia-Yu Liao
中科院分区:
--
文献类型:
--
作者:
Zhang-Hong Luo;Wen-Tao Wang;Tian-Yi Tang;Sen Zhang;Fen Huang;Dan Hu;Ling-Fei Tao;Linghui Qian;Jia-Yu Liao

文献摘要

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报道了联芳基硫代内酯与活化的异腈之间的扭转应变无关的反应。在自动串联银催化下,以高产率和对映选择性合成了三邻位和四邻位取代的联芳化合物。这些产物可以转化为带有八元内酯的桥连联芳。机理研究提供了关键的见解,这种不寻常的扭转应变独立的反应性的原因。
A torsional strain-independent reaction between biaryl thionolactones and activated isocyanides is reported. Under auto-tandem silver catalysis, both tri- and tetra-ortho-substituted biaryls were obtained in high yields and enantioselectivities. These products could be converted to bridged biaryls bearing an eight-membered lactone. Mechanistic studies provided key insights into the cause of this unusual torsional strain-independent reactivity.