通过环状中间体由炔基四配位硼和碘鎓叶立德高度立体选择性合成多取代烯烃。
Highly Stereoselective Synthesis of Multisubstituted Olefins from Alkynyl Tetracoordinate Borons and Iodonium Ylides via a Cyclic Intermediate.
作者信息
Liang Jinchao, Chen Xin, Chen Jinglong, Ma Xingxing, Song Qiuling
机构信息
College of Materials Science and Engineering, Fuzhou University, Fuzhou, Fujian 350108, China.
Key Laboratory of Molecule Synthesis and Function Discovery, Fujian Province University, College of Chemistry at Fuzhou University, Fuzhou, Fujian 350108, China.
出版信息
Org Lett. 2024 May 10;26(18):3872-3877. doi: 10.1021/acs.orglett.4c01031. Epub 2024 Apr 28.
We developed an intriguing and practical strategy for highly stereoselective assembly of multisubstituted olefins from alkynyl tetracoordinate boron species via a cyclic intermediate with 1,2-phenyl migration. We also developed a general method for the construction of deuterated trisubstituted alkenes from a cheap deuteration source, DO, and the corresponding deuterated trisubstituted alkenes were obtained with excellent deuteration rates. This transformation features a novel reaction mechanism, exclusive stereoselectivity, and deuterated trisubstituted alkenes with excellent deuteration ratios.
我们开发了一种有趣且实用的策略，用于通过具有1,2-苯基迁移的环状中间体，从炔基四配位硼物种高度立体选择性地组装多取代烯烃。我们还开发了一种通用方法，用于从廉价的氘代源DO构建氘代三取代烯烃，并以优异的氘代率获得了相应的氘代三取代烯烃。这种转化具有新颖的反应机理、独特的立体选择性以及具有优异氘代率的氘代三取代烯烃。
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