(EtO)3SiH-Promoted Palladium-Catalyzed Isomerization of Olefins: Convenient Synthesis of Internal Alkenes from Terminal Alkenes

被引：19

作者：

Bai, Xing-Feng ^{[1
,2
,3
]}

Song, Tao ^{[1
]}

Deng, Wen-Hui ^{[1
]}

Wei, Yun-Long ^{[1
]}

Li, Li ^{[1
]}

Xia, Chun-Gu ^{[2
,3
]}

Xu, Li-Wen ^{[1
,2
,3
]}

机构：

[1] Hangzhou Normal Univ, Coll Mat Chem & Chem Engn, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou 310012, Zhejiang, Peoples R China

[2] Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China

[3] Chinese Acad Sci, Univ Chinese Acad Sci, Lanzhou 730000, Peoples R China

来源：

SYNLETT | 2014年 / 25卷 / 03期

基金：

中国国家自然科学基金;

关键词：

olefin; palladium; isomerization; cassumunin; organosilicon; PETERSON OLEFINATION; WITTIG OLEFINATION; PALLADIUM(II)-CATALYZED ISOMERIZATION; STEREOSELECTIVE-SYNTHESIS; ASYMMETRIC ISOMERIZATION; ANTIOXIDANTS; ALCOHOLS; CASSUMUNIN; EFFICIENT; ETHERS;

D O I：

10.1055/s-0033-1340290

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The catalytic activity of an in situ forming palladium catalyst system generated from PdCl2(PPh3)(2) and hydrosilane [(EtO)(3)SiH] was revealed in the one-carbon migration and isomerization of 4,4-biaryl-substituted 1-butenes, in which the (EtO)(3)SiH plays a key role in the palladium-catalyzed one-carbon migration and subsequent isomerization of terminal alkenes. This catalytic protocol is applied in the synthesis of a key building block of cassumunin C in high yield and promising selectivity.

引用

页码：417 / 422

页数：6

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