Gold- or platinum-catalyzed tandem cycloisomerization/Prins-type cyclization reactions

被引：133

作者：

Barluenga, J ^{[1
]}

Diéguez, A ^{[1
]}

Fernández, A ^{[1
]}

Rodríguez, F ^{[1
]}

Fañanás, FJ ^{[1
]}

机构：

[1] Univ Oviedo, CSIC, Unidad Asociada, Inst Quim Organomet Enr Moles, E-33006 Oviedo, Spain

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2006年 / 45卷 / 13期

关键词：

carbocycles; domino reactions; gold; homogeneous catalysis; platinum;

D O I：

10.1002/anie.200503874

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Straightforward and efficient: Functionalized eight-membered carbocycles are easily obtained from simple allyl-substituted 5-hexyn-1-ol derivatives by a catalytic tandem sequence involving a 6-exo cycloisomerization followed by a Prins-type cyclization (see scheme). © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：2091 / 2093

页数：3

共 28 条

[1] Transition-metal-catalyzed addition of heteroatom-hydrogen bonds to alkynes
Alonso, F
Beletskaya, IP
Yus, M
[J]. CHEMICAL REVIEWS, 2004, 104 (06) : 3079 - 3159
[2] [Anonymous], 2001, NEW CHEM
[3] [Anonymous], ANGEW CHEM
[4] [Anonymous], 2000, STIMULATING CONCEPTS
[5] Reorganization of enynes catalyzed by platinum salts
Añorbe, L
Domínguez, G
Pérez-Castells, J
[J]. CHEMISTRY-A EUROPEAN JOURNAL, 2004, 10 (20) : 4938 - 4943
[6] [W(CO)5]-catalyzed endo- or exo-cycloisomerization reactions of 1,1-disubstituted 4-pentyn-1-ols:: Experimental and theoretical studies
Barluenga, J
Diéguez, A
Rodríguez, F
Fañanás, FJ
Sordo, T
Campomanes, P
[J]. CHEMISTRY-A EUROPEAN JOURNAL, 2005, 11 (19) : 5735 - 5741
[7] Tandem [W(CO)5]-catalyzed cycloisomerization-cyclopropanation reactions directed toward the synthesis of eight-membered carbocycles
Barluenga, J
Diéguez, A
Rodríguez, H
Fañanás, FJ
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (01) : 126 - 128
[8] BARLUENGA J, 2005, ANGEW CHEM, V117, P128
[9] Stereoselective synthesis of 4-hydroxy-2,3,6-trisubstituted tetrahydropyrans
Barry, CSJ
Crosby, SR
Harding, JR
Hughes, RA
King, CD
Parker, GD
Willis, CL
[J]. ORGANIC LETTERS, 2003, 5 (14) : 2429 - 2432
[10] Electrophilic activation and cycloisomerization of enynes: A new route to functional cyclopropanes
Bruneau, C
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (16) : 2328 - 2334

← 1 2 3 →