利用乙烯基硼烷配合物的自由基极性交叉反应合成 α-手性酮和手性烷烃。

Westfälische Wilhelms-Universität, Organisch-Chemisches Institut, Corrensstrasse 40, 48149, Münster, Germany.

Angew Chem Int Ed Engl. 2018 Feb 23;57(9):2441-2444. doi: 10.1002/anie.201711390. Epub 2018 Jan 16.

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.

手性仲烷基频哪醇硼酸酯的乙烯基硼酸盐复合物在自由基极性交叉反应中经历立体特异性的自由基诱导 1,2-迁移。在这个三组分过程中，各种市售的烷基碘化物作为自由基前体，光用于引发链反应。随后的氧化和脱硼化分别得到具有优异对映纯度的有价值的α-手性酮和手性烷烃。