A resourceful new strategy in organic synthesis: Tandem and stepwise metathesis/non-metathesis catalytic processes

被引:91
作者
Dragutan, Valerian [1 ]
Dragutan, Ileana [1 ]
机构
[1] Romanian Acad, Inst Organ Chem, Bucharest 060023, Romania
关键词
tandem; catalysis; metathesis; metal-alkylidenes; transition metals; non-metathetical processes;
D O I
10.1016/j.jorganchem.2006.08.012
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Highlighting the impressive potential of tandem and stepwise metathesis/non-metathesis reactions in synthesis, the present review extends the scope of the newly gained renown of metathesis as a progressive policy for advanced, elegant and economical organic synthesis. Background is provided for the most encountered to date applications where fundamental non-metathetical synthetic transformations (hydrogenation, oxidation, isomerization, allylation, cyclopropanation, etc.) and a variety of name reactions (Diels-Alder, Claisen, Heck, Ugi, Pauson-Khand, Kharasch addition, etc.) are occurring in tandem, as concurrent or sequential processes, with every known type of metathetical reactions catalyzed by ruthenium or molybdenum complexes. (c) 2006 Elsevier B.V. All rights reserved.
引用
收藏
页码:5129 / 5147
页数:19
相关论文
共 172 条
[21]   An asymmetric synthesis of enantiopure chair and twist trans-cyclooctene isomers [J].
Braddock, DC ;
Cansell, G ;
Hermitage, SA ;
White, AJP .
TETRAHEDRON-ASYMMETRY, 2004, 15 (19) :3123-3129
[22]   In situ tandem allylic acetate isomerisation-ring closing metathesis: 1,3-dimesityl-4,5-dihydroimidazol-2-ylidene ruthenium benzylidenes and palladium(0)-phosphine combinations [J].
Braddock, DC ;
Matsuno, A .
TETRAHEDRON LETTERS, 2002, 43 (18) :3305-3308
[23]   On the use of tandem allylic acetate isomerisation and ring-closing metathesis with palladium(0) phosphine complexes and ruthenium benzylidenes as orthogonal catalysts [J].
Braddock, DC ;
Wildsmith, AJ .
TETRAHEDRON LETTERS, 2001, 42 (18) :3239-3242
[24]   ORGANOBORANES .53. A HIGH-FIELD VARIABLE-TEMPERATURE H-1 AND B-11 NMR-STUDY OF THE EFFECTS OF SOLVENT AND STRUCTURE ON REACTIVITY IN ALLYLBORATION [J].
BROWN, HC ;
RACHERLA, US ;
PELLECHIA, PJ .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (06) :1868-1874
[25]  
Bruneau C., 2004, Ruthenium Catalysts and Fine Chemistry
[26]   Homogeneous metathesis polymerization by well-defined group VI and group VIII transition-metal alkylidenes: Fundamentals and applications in the preparation of advanced materials [J].
Buchmeiser, MR .
CHEMICAL REVIEWS, 2000, 100 (04) :1565-1604
[27]   A planning strategy for diversity-oriented synthesis [J].
Burke, MD ;
Schreiber, SL .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (01) :46-58
[28]   MECHANISM AND POISONING OF MOLECULAR REDISTRIBUTION REACTION OF ALKANES WITH A DUAL-FUNCTIONAL CATALYST SYSTEM [J].
BURNETT, RL ;
HUGHES, TR .
JOURNAL OF CATALYSIS, 1973, 31 (01) :55-64
[29]   Olefin isomerization by a ruthenium carbenoid complex. Cleavage of allyl and homoallyl groups [J].
Cadot, C ;
Dalko, PI ;
Cossy, J .
TETRAHEDRON LETTERS, 2002, 43 (10) :1839-1841
[30]   TRANSITION METAL-CARBENE COMPLEXES [J].
CARDIN, DJ ;
CETINKAY.B ;
LAPPERT, MF .
CHEMICAL REVIEWS, 1972, 72 (05) :545-+