Stereoselective Thermal Addition of RP and/or SP-Menthyl-Deriving Secondary Phosphine Oxides to Active Alkynes, the Mechanism, Stereochemistry and Generation of P,C-Chirogenic Bis-Phosphine Derivatives

被引：3

作者：

Yan, Bing-Xia ^{[1
]}

Zheng, Hong-Xing ^{[1
]}

Ye, Jing-Jing ^{[1
]}

Qiu, Mao-Ran ^{[1
]}

Zhang, Yu ^{[1
]}

Zhao, Chang-Qiu ^{[1
]}

Li, Qiang ^{[1
]}

机构：

[1] Liaocheng Univ, Coll Chem & Chem Engn, Liaocheng 252059, Shandong, Peoples R China

来源：

ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 9卷 / 04期

关键词：

phosphine oxides; bis-phosphines; thermal addition; stereoselectivity; stereochemistry control; CATALYZED ASYMMETRIC ALKYLATION; ENANTIOSELECTIVE SYNTHESIS; NUCLEOPHILIC-SUBSTITUTION; STEREOGENIC PHOSPHINES; HYDROGENATION; LIGANDS; METHYL; AMINES; CARBON; BOND;

D O I：

10.1002/ajoc.202000079

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The additions of R-P-1 or S-P-1 to alkynyl esters stereo selectively afforded bis-phosphinylated derivatives having up to four C- and P-chirogenic centers. The stereochemistry was controlled by kinetic and thermodynamic processes at lower and higher temperature, respectively. At 100 degrees C, the bis-adducts were obtained in up to 99% yield and >99 : 1 d.r.

引用

页码：566 / 570

页数：5

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