Research Advance on Enantioselective Transition Metal-Catalyzed Hydroacylation Reactions

被引:5
作者
Wang Haorui
Ye Mengchun [1 ]
机构
[1] Nankai Univ, Coll Chem, State Key Lab, Tianjin 300071, Peoples R China
基金
中国国家自然科学基金;
关键词
transition metal catalysis; hydroacylation; asymmetric catalysis; aldehydes; alkenes; ASYMMETRIC CYCLIZATION REACTIONS; INTERMOLECULAR HYDROACYLATION; INTRAMOLECULAR HYDROACYLATION; POLYCYCLIC NITROGEN; KINETIC RESOLUTION; RHODIUM; ALKENE; DESYMMETRIZATION; 4-PENTENALS; ALDEHYDES;
D O I
10.6023/cjoc202207036
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Transition metal-catalyzed hydroacylation reaction of aldehydes with p-unsaturated compounds provides an economical and efficient method for the construction of C-C bonds, not only allowing readily available starting materials to be used as substrates, but also featuring high atom and step economy. Therefore, the reaction has received continuous and extensive attention during the past several decades. The advances on enantioselective transition metal-catalyzed hydroacylation reactions are summarized, focusing on reaction types, asymmetric strategies and reaction mechanisms.
引用
收藏
页码:3152 / 3166
页数:15
相关论文
共 73 条
[1]  
[Anonymous], 2017, ANGEW CHEM, V129, P2489
[2]   Asymmetric catalytic intramolecular hydroacylation of 4-substituted pent-4-enals to beta-substituted cyclopentanones [J].
Barnhart, RW ;
McMorran, DA ;
Bosnich, B .
CHEMICAL COMMUNICATIONS, 1997, (06) :589-590
[3]   ASYMMETRIC CATALYSIS - ASYMMETRIC CATALYTIC INTRAMOLECULAR HYDROACYLATION OF 4-PENTENALS USING CHIRAL RHODIUM DIPHOSPHINE CATALYSTS [J].
BARNHART, RW ;
WANG, XQ ;
NOHEDA, P ;
BERGENS, SH ;
WHELAN, J ;
BOSNICH, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (05) :1821-1830
[4]   ASYMMETRIC CATALYSIS - ASYMMETRIC CATALYTIC INTRAMOLECULAR HYDROSILATION AND HYDROACYLATION [J].
BARNHART, RW ;
WANG, XQ ;
NOHEDA, P ;
BERGENS, SH ;
WHELAN, J ;
BOSNICH, B .
TETRAHEDRON, 1994, 50 (15) :4335-4346
[5]   Cooperative Catalysis Approach to Intramolecular Hydroacylation [J].
Beletskiy, Evgeny V. ;
Sudheer, Ch. ;
Douglas, Christopher J. .
JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (14) :5884-5893
[6]  
Carlos G. -R., 2011, PURE APPL CHEM, V83, P577
[7]  
Chen Z., 2019, ANGEW CHEM, V131, P4753
[8]   New developments in the asymmetric Stetter reaction [J].
Christmann, M .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (18) :2632-2634
[9]   Regio- and Enantioselective Intermolecular Hydroacylation: Substrate-Directed Addition of Salicylaldehydes to Homoallylic Sulfides [J].
Coulter, Matthew M. ;
Kou, Kevin G. M. ;
Galligan, Baye ;
Dong, Vy M. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (46) :16330-16333
[10]   Rh-Catalyzed Intramolecular Olefin Hydroacylation: Enantioselective Synthesis of Seven- and Eight-Membered Heterocycles [J].
Coulter, Matthew M. ;
Dornan, Peter K. ;
Dong, Vy M. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (20) :6932-+