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

被引:32
|
作者
Wang, Ji-Ping [1 ]
Nie, Shao-Zhen [1 ]
Zhou, Zhong-Yang [1 ]
Ye, Jing-Jing [1 ]
Wen, Jing-Hong [1 ]
Zhao, Chang-Qiu [1 ]
机构
[1] Liaocheng Univ, Coll Chem & Chem Engn, Liaocheng 252059, Shandong, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 81卷 / 17期
关键词
CATALYZED ASYMMETRIC ALKYLATION; N-PHOSPHONYL IMINES; ENANTIOSELECTIVE SYNTHESIS; PEPTIDE-SYNTHESIS; BORANES; LIGANDS; HYDROPHOSPHINATION; STEREOCHEMISTRY; CHROMATOGRAPHY; SUBSTITUTION;
D O I
10.1021/acs.joc.6b01371
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Functionalized P,C-stereogenic tertiary phosphine oxides were prepared by the addition of (R-P)-menthyl phenylphosphine oxide to activated olefins, in high dr(P) and dr(C), 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.
引用
收藏
页码:7644 / 7653
页数:10
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