A novel pseudo-seven-component diastereoselective synthesis of λ5-phosphanylidene bis(2,5-dioxotetrahydro-1H-pyrrole-3-carboxylates) via binucleophilic systems

被引：44
作者：
Alizadeh, Abdolali [1 ]
Rostamnia, Sadegh [1 ]
Zhu, Long-Guan [2 ]
机构：
[1] Tarbiat Modares Univ, Dept Chem, Tehran, Iran
[2] Zhejiang Univ, Dept Chem, Hangzhou 310027, Peoples R China
来源：
TETRAHEDRON LETTERS | 2010年 / 51卷 / 36期
关键词：
Triphenylphosphine; Dialkyl acetylenedicarboxylate; Isocyanide; TFA; Pseudo-seven-component (7-CR) reaction; Phosphanylidene; AROMATIC CARBOXYLIC-ACIDS; 4-COMPONENT REACTION; ACETYLENIC ESTERS; DERIVATIVES; ISOCYANIDE; ACETYLENEDICARBOXYLATE; DIALKYL; BEARING; ANALOGS;
D O I：
10.1016/j.tetlet.2010.07.027
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The unusual 1:2 intermediate, generated by the addition of triphenylphosphine (TPP) to dialkyl acetylenedicarboxylates (DAAD) was trapped during the reaction of a Ph3P/RN = C/DMAD binucleophilic system with TFA as an initial proton source in a pseudo-seven-component (7-CR) diastereoselective reaction to give lambda(5)-phosphanylidene bis(2,5-dioxotetrahydro-1H-pyrrole-3-carboxylates) with three stereogenic centers and a phosphorane group in good yields. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4750 / 4754
页数：5
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