Gold-Catalyzed Functionalization of Unactivated C(sp3)-H Bonds by Hydride Transfer Facilitated by Alkynylspirocyclopropanes

被引:48
|
作者
Barluenga, Jose [1 ,2 ]
Sigueeiro, Rita [1 ,2 ]
Vicente, Ruben [1 ,2 ]
Ballesteros, Alfredo [1 ,2 ]
Tomas, Miguel [1 ,2 ]
Rodriguez, Miguel A. [3 ]
机构
[1] Univ Oviedo, Dept Quim Organ & Inorgan, E-33006 Oviedo, Spain
[2] Univ Oviedo, Inst Univ Quim Organomet Enrique Moles, E-33006 Oviedo, Spain
[3] Univ La Rioja, Dept Quim, Ctr Invest Sintesis Quim, Logrono 26006, Spain
关键词
C(sp3)?H bond cleavage; cyclization; gold; homogeneous catalysis; hydride transfer; C-H BOND; FISCHER CARBENE COMPLEXES; TERMINAL ALKYNES; RING EXPANSIONS; METAL; ACTIVATION; CYCLOISOMERIZATION; REARRANGEMENTS; ARYLATION; PLATINUM;
D O I
10.1002/anie.201205051
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A Golden Gate: Alkynylspirocyclopropanes served as a template for the development of gold-catalyzed hydride transfer from unactivated C(sp 3)-H bonds to electronically neutral alkynes. A variety of interesting carbocyclic structures can be accessed selectively with the appropriate choice of the reaction conditions. Mechanistic studies support a sequential gold-catalyzed cleavage of C-H and C-C bonds. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:10377 / 10381
页数:5
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