Stereoselective hydrostannation of substituted alkynes with trineophyltin hydride

被引：24

作者：

Dodero, VI ^{[1
]}

Koll, LC ^{[1
]}

Mandolesi, SD ^{[1
]}

Podestá, JC ^{[1
]}

机构：

[1] Univ Nacl Sur, Dept Quim, Inst Invest Quim Organ, RA-8000 Bahia Blanca, Buenos Aires, Argentina

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2002年 / 650卷 / 1-2期

关键词：

hydrostannation; vinylstannanes; radical; palladium catalysis; stereoselectivity;

D O I：

10.1016/S0022-328X(02)01213-5

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Hydrostannation of mono- and disubstituted alkynes with trineophyltin hydride (1) leads to vinylstannanes in good to excellent yields, the configuration of the products depending on the reaction conditions. Thus. whereas hydrostannation. under radical conditions leads stereoselectively to only one of the two possible products corresponding to an anti addition ill 60-99%. yield, the additions catalyzed by bis(triphenylphosphine)palladium dichloride gave mixtures of the syn adducts (60-79% yield). Full H-1-,C-13- and Sn-119-NMR as well as mass spectra data of the organotin adducts are given. (C) 2002 Elsevier Science B.V. All rights reserved.

引用

页码：173 / 180

页数：8

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