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通过 P-手性仲膦氧化物对活化烯烃加成制备旋光纯叔膦氧化物。

Preparation of Optically Pure Tertiary Phosphine Oxides via the Addition of P-Stereogenic Secondary Phosphine Oxide to Activated Alkenes.

机构信息

College of Chemistry and Chemical Engineering, Liaocheng University , Liaocheng, Shandong 252059, China.

出版信息

J Org Chem. 2016 Sep 2;81(17):7644-53. doi: 10.1021/acs.joc.6b01371. Epub 2016 Aug 10.

DOI:10.1021/acs.joc.6b01371
PMID:27463529
Abstract

Functionalized P,C-stereogenic tertiary phosphine oxides were prepared by the addition of (RP)-menthyl phenylphosphine oxide to activated olefins, in high drP and drC, and were isolated in excellent yields. The reaction was readily catalyzed by Ca(OH)2 or occurred with gentle heating. A wide range of substrates, including vinyl ketones, esters, nitriles, and nitro alkenes, can be used in the reaction.

摘要

功能化的 P,C-手性叔膦氧化物可通过(R)-薄荷基苯膦氧化物与活性烯烃加成制备,具有高 drP 和 drC,并且以优异的产率分离。该反应可由 Ca(OH)2 容易催化,或在温和加热下进行。反应中可使用包括乙烯基酮、酯、腈和硝基烯烃在内的广泛的底物。

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Chem Sci. 2019 Nov 6;11(1):97-106. doi: 10.1039/c9sc04938j. eCollection 2020 Jan 7.