立体选择性
区域选择性
化学
聚合
组合化学
环己烷
选择性
烯烃纤维
催化作用
立体化学
聚合物
有机化学
作者
Weiyu Kong,Yongxing Bao,Liguo Lu,Zhipeng Han,Yifan Zhong,Ran Zhang,Yuqiang Li,Guoyin Yin
标识
DOI:10.1002/anie.202308041
摘要
Abstract While chain‐walking stimulates wide interest in both polymerization and organic synthesis, site‐ and stereoselective control of chain‐walking on rings is still a challenging task in the realm of organometallic catalysis. Inspired by a controllable chain‐walking on cyclohexane rings in olefin polymerization, we have developed a set of chain‐walking carboborations of cyclohexenes based on nickel catalysis. Different from the 1,4‐ trans ‐selectivity disclosed in polymer science, a high level of 1,3‐regio‐ and cis ‐stereoselectivity is obtained in our reactions. Mechanistically, we discovery that the base affects the reduction ability of B 2 pin 2 and different bases lead to different catalytic cycles and different regioselective products (1,2‐ Vs 1,3‐addition). This study provides a concise and modular method for the synthesis of 1,3‐disubstituted cyclohexylboron compounds. The incorporation of a readily modifiable boronate group greatly enhances the value of this method, the synthetic potential of which was highlighted by the synthesis of a series of high‐valued commercial chemicals and pharmaceutically interesting molecules.
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