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镍催化的烯丙基酮分子内1,2-烯丙基化反应的对映选择性芳基化和烯基化反应

Enantioselective nickel-catalyzed arylative and alkenylative intramolecular 1,2-allylations of tethered allene-ketones.

作者信息

Di Sanza Riccardo, Nguyen Thi Le Nhon, Iqbal Naeem, Argent Stephen P, Lewis William, Lam Hon Wai

机构信息

The Glaxo Smith Kline Carbon Neutral Laboratories for Sustainable Chemistry, University of Nottingham Jubilee Campus, Triumph Road Nottingham NG7 2TU UK

School of Chemistry, University of Nottingham University Park Nottingham NG7 2RD UK.

出版信息

Chem Sci. 2020 Jan 21;11(9):2401-2406. doi: 10.1039/c9sc05246a.

Abstract

The enantioselective nickel-catalyzed reaction of tethered allene-ketones with (hetero)arylboronic acids or potassium vinyltrifluoroborate is described. Carbonickelation of the allene gives allylnickel species, which undergo cyclization by 1,2-allylation to produce chiral tertiary-alcohol-containing aza- and carbocycles in high diastereo- and enantioselectivities.

摘要

本文描述了连烯酮与(杂)芳基硼酸或乙烯基三氟硼酸钾的对映选择性镍催化反应。连烯的碳镍化反应生成烯丙基镍物种,该物种通过1,2-烯丙基化进行环化,以高非对映选择性和对映选择性生成含手性叔醇的氮杂环和碳环。

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