Molybdenum-catalyzed asymmetric allylic alkylations

被引:160
作者
Belda, O [1 ]
Moberg, C [1 ]
机构
[1] Royal Inst Technol, Dept Chem Organ Chem, SE-10044 Stockholm, Sweden
关键词
D O I
10.1021/ar030239v
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The highly regio- and enantioselective molybdenum-catalyzed allylic alkylation reaction has become a powerful synthetic tool during the past few years. This Account describes the achievements gained so far in the area, with special attention directed to the different chiral ligands that have been used for inducing chirality in the products, the range of allylic substrates and nucleophiles employed, mechanistic studies, and applications of the reaction in asymmetric syntheses.
引用
收藏
页码:159 / 167
页数:9
相关论文
共 44 条
[1]   Recoverable resin-supported pyridylamide ligand for microwave-accelerated molybdenum-catalyzed asymmetric allylic alkylations: Synthesis of baclofen [J].
Belda, O ;
Lundgren, S ;
Moberg, C .
ORGANIC LETTERS, 2003, 5 (13) :2275-2278
[2]  
Belda O, 2002, SYNTHESIS-STUTTGART, P1601
[3]   Highly stereo- and regioselective allylations catalyzed by Mo-pyridylamide complexes: Electronic and steric effects of the ligand [J].
Belda, O ;
Kaiser, NF ;
Bremberg, U ;
Larhed, M ;
Hallberg, A ;
Moberg, C .
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (18) :5868-5870
[4]   Rapid microwave-induced palladium-catalyzed asymmetric allylic alkylation [J].
Bremberg, U ;
Larhed, M ;
Moberg, C ;
Hallberg, A .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (04) :1082-1083
[5]  
Bremberg U, 2000, SYNTHESIS-STUTTGART, P1004
[6]   Bis(aminophosphine)-nickel complexes as efficient catalysts for alkylation of allylic acetates with stabilized nucleophiles [J].
Bricout, H ;
Carpentier, JF ;
Mortreux, A .
TETRAHEDRON LETTERS, 1996, 37 (34) :6105-6108
[7]   ALLYLIC ALKYLATION CATALYZED BY PLATINUM COMPLEXES - STRUCTURE AND REACTIVITY OF INTERMEDIATES, AND THE OVERALL STEREOSELECTIVITY [J].
BROWN, JM ;
MACINTYRE, JE .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1985, (07) :961-970
[8]   1,2-ferrocenediylazaphosphinines: An unusual coordination behavior and application to allylic alkylation [J].
Co, TT ;
Paek, SW ;
Shim, SC ;
Cho, CS ;
Kim, TJ ;
Choi, DW ;
Kang, SO ;
Jeong, JH .
ORGANOMETALLICS, 2003, 22 (07) :1475-1482
[9]   Hydrogen bond directed highly regioselective palladium-catalyzed allylic substitution [J].
Cook, GR ;
Yu, H ;
Sankaranarayanan, S ;
Shanker, PS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (17) :5115-5120
[10]  
CURTIS MD, 1994, ENCY INORGANIC CHEM, P2346