Phosphine-catalyzed bishydrophosphorylation of electron-deficient alkynes

被引：14
|
作者：
Salin, Alexey V. [1 ]
Il'in, Anton V. [1 ]
Faskhutdinov, Rustem I. [1 ]
Fayzullin, Robert R. [2 ]
机构：
[1] Kazan Fed Univ, AM Butlerov Inst Chem, Kremlevskaya St 18, Kazan 420008, Russia
[2] Russian Acad Sci, FRC Kazan Sci Ctr, Arbuzov Inst Organ & Phys Chem, Arbuzov St 8, Kazan 420088, Russia
来源：
TETRAHEDRON | 2019年 / 75卷 / 18期
基金：
俄罗斯科学基金会; 俄罗斯基础研究基金会;
关键词：
Phosphine organocatalysis; Bisphosphonate; Bisphosphine oxide; Tandem reaction; Conformational analysis; DIPHENYLPHOSPHINE OXIDE; TERTIARY PHOSPHINES; DOUBLE ADDITION; STEREOSELECTIVE ADDITION; PME3-CATALYZED ADDITION; CONJUGATE ADDITION; MICHAEL ADDITION; EFFICIENT; BISPHOSPHONATES; HYDROPHOSPHORYLATION;
D O I：
10.1016/j.tet.2019.03.042
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Tertiary phosphines (n-Bu3P, Ph3P) efficiently catalyze the vicinal bis-addition of dialkyl phosphites and diaryl phosphine oxides to alkynoates though the tandem alpha-umpolung/beta-Michael addition. This reaction offers a simple metal-free method for gram-scale preparation of practically useful bisphosphonates and bisphosphine oxides under mild conditions with high atom economy and selectivity. (C) 2019 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2676 / 2686
页数：11
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