In situ tandem allylic acetate isomerisation-ring closing metathesis: 1,3-dimesityl-4,5-dihydroimidazol-2-ylidene ruthenium benzylidenes and palladium(0)-phosphine combinations

被引：36

作者：

Braddock, DC ^{[1
]}

Matsuno, A ^{[1
]}

机构：

[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 18期

关键词：

allylic isomerisation; palladium(0); ruthenium benzylidene; 1,3-dimesityl-4,5-dihydroimidazol-2-ylidene; olefin metathesis;

D O I：

10.1016/S0040-4039(02)00526-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The use of 1,3-dimesityl-4,5-dihydroimidazol-2-ylidene ruthenium benzylidenes as olefin metathesis pre-catalysts in conjunction with palladium(0) phosphine combinations allows tandem in situ allylic acetate isomerisation ring closing metathesis reactions to occur. The tandem reaction can either be performed on separate substrates in the same pot, or on substrates containing both allylic acetate and diene functionality. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：3305 / 3308

页数：4

共 16 条

[1] RATES AND MECHANISMS OF OXIDATIVE ADDITION TO ZEROVALENT PALLADIUM COMPLEXES GENERATED IN-SITU FROM MIXTURES OF PD0(DBA)2 AND TRIPHENYLPHOSPHINE
AMATORE, C
JUTAND, A
KHALIL, F
MBARKI, MA
MOTTIER, L
[J]. ORGANOMETALLICS, 1993, 12 (08) : 3168 - 3178
[2] On the use of tandem allylic acetate isomerisation and ring-closing metathesis with palladium(0) phosphine complexes and ruthenium benzylidenes as orthogonal catalysts
Braddock, DC
Wildsmith, AJ
[J]. TETRAHEDRON LETTERS, 2001, 42 (18) : 3239 - 3242
[3] Well-defined ruthenium olefin metathesis catalysts: Mechanism and activity
Dias, EL
Nguyen, ST
Grubbs, RH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (17) : 3887 - 3897
[4] Efficient and recyclable monomeric and dendritic Ru-based metathesis catalysts
Garber, SB
Kingsbury, JS
Gray, BL
Hoveyda, AH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (34) : 8168 - 8179
[5] Olefin metathesis-active ruthenium complexes bearing a nucleophilic carbene ligand
Huang, JK
Stevens, ED
Nolan, SP
Petersen, JL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (12) : 2674 - 2678
[6] A recyclable Ru-based metathesis catalyst
Kingsbury, JS
Harrity, JPA
Bonitatebus, PJ
Hoveyda, AH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (04) : 791 - 799
[7] Novel use of ring strain to control regioselectivity: Alkene-directed, palladium-catalyzed allylation
Krafft, ME
Sugiura, M
Abboud, KA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (37) : 9174 - 9175
[8] Mechanism and activity of ruthenium olefin metathesis catalysts
Sanford, MS
Love, JA
Grubbs, RH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (27) : 6543 - 6554
[9] New insights into the mechanism of ruthenium-catalyzed olefin metathesis reactions
Sanford, MS
Ulman, M
Grubbs, RH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (04) : 749 - 750
[10] Synthesis and activity of a new generation of ruthenium-based olefin metathesis catalysts coordinated with 1,3-dimesityl-4,5-dihydroimidazol-2-ylidene ligands
Scholl, M
Ding, S
Lee, CW
Grubbs, RH
[J]. ORGANIC LETTERS, 1999, 1 (06) : 953 - 956

← 1 2 →