anti-Selective Borylstannylation of Alkynes with (o-Phenylenediaminato)borylstannanes by a Radical Mechanism,Angewandte Chemie International Edition

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anti-Selective Borylstannylation of Alkynes with (o-Phenylenediaminato)borylstannanes by a Radical Mechanism
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2022-04-29 , DOI: 10.1002/anie.202201883
Kensuke Suzuki ₁ , Naoki Sugihara ₁ , Yoshihiro Nishimoto _{1,

2} , Makoto Yasuda _{1,

2}

Affiliation

The first anti-borylstannylation of alkynes has been achieved by a radical mechanism with (o-phenylenediaminato)borylstannanes. This anti-addition manner is in contrast to the syn-selectivity in transition metal-catalyzed borylstannylation. 1-Boryl-2-stannylalkenes, which were applicable to sequential cross-coupling, were obtained with excellent regio- and stereoselectivity. The mechanism was revealed by DFT studies.

中文翻译：

炔烃与（邻苯二氨基）硼基锡烷的抗选择性硼基锡烷基化反应

炔烃的第一个抗硼基锡烷化是通过使用（邻苯二氨基）硼基锡烷的自由基机制实现的。这种反加成方式与过渡金属催化的硼烷基化反应中的顺选择性相反。获得了适用于顺序交叉偶联的 1-Boryl-2-stannylalkenes，具有优异的区域选择性和立体选择性。DFT研究揭示了该机制。

更新日期：2022-04-29

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