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Synthesis of α-Chiral Ketones and Chiral Alkanes Using Radical Polar Crossover Reactions of Vinyl Boron Ate Complexes.
Angewandte Chemie International Edition ( IF 16.6 ) Pub Date : 2018-01-16 , DOI: 10.1002/anie.201711390
Carolin Gerleve 1 , Marvin Kischkewitz 1 , Armido Studer 1
Affiliation  

Vinyl boron ate complexes of enantioenriched secondary alkyl pinacolboronic esters undergo stereospecific radical-induced 1,2-migration in radical polar crossover reactions. In this three-component process various commercially available alkyl iodides act as radical precursors and light is used for chain initiation. Subsequent oxidation and protodeborylation leads to valuable α-chiral ketones and chiral alkanes, respectively, with excellent enantiopurity.

中文翻译:

乙烯基硼盐配合物的自由基交联反应合成α-手性酮和手性烷烃。

富含对映体的仲烷基频哪醇硼酸酯的乙烯基硼酸酯络合物在自由基极性交叉反应中经历立体定向自由基诱导的1,2-迁移。在这种三组分方法中,各种可商购的烷基碘用作自由基前体,并且光用于链引发。随后的氧化和原基脱硼化作用分别产生有价值的α-手性酮和手性烷烃,具有出色的对映体纯度。
更新日期:2018-01-16
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