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Mild Isomerization of Conjugated Dienes Using Co-Mediated Hydrogen Atom Transfer.
Organic Letters ( IF 4.9 ) Pub Date : 2020-01-08 , DOI: 10.1021/acs.orglett.9b04594
Kyle R Delgado 1 , Dustin D Youmans 1 , Steven T Diver 1
Affiliation  

A mild and high yielding rearrangement of 1,3-disubstituted-1,3-dienes to 1,1,4-trisubstituted-1,3-dienes using a cobaloxime catalyst and a silane cocatalyst is reported. Chiral centers near the conjugated diene were not racemized. Deuterium labeling studies are consistent with a hydrogen atom transfer mechanism, and radical intermediates were found to be accessible due to the observed ring opening of a cyclopropane ring.

中文翻译:

使用共介氢原子转移共轭二烯的轻度异构化。

据报道,使用钴肟肟催化剂和硅烷助催化剂将1,3-二取代-1,3-二烯温和高产重排为1,1,4-三取代-1,3-二烯。共轭二烯附近的手性中心未消旋。氘标记研究与氢原子转移机理一致,并且由于观察到环丙烷环的开环,发现自由基中间体是可及的。
更新日期:2020-01-09
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