Asymmetric synergy between chiral dienes and diphosphines in cationic Rh(I)-catalyzed intramolecular [4+2] cycloaddition

被引:62
作者
Aikawa, Kohsuke [1 ]
Akutagawa, Susumu [1 ]
Mikami, Koichi [1 ]
机构
[1] Tokyo Inst Technol, Dept Appl Chem, Tokyo 1528552, Japan
关键词
D O I
10.1021/ja0650100
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
High enantioselective [4 + 2] cycloaddition can be achieved by cationic Rh complexes bearing not only chiral phosphine but also chiral diene. This is the first example of asymmetric synergy between chiral dienes and diphosphines. Copyright © 2006 American Chemical Society.
引用
收藏
页码:12648 / 12649
页数:2
相关论文
共 48 条
[1]   A FACILE METHOD FOR THE PREPARATION OF 2,4-BIS(DIPHENYLPHOSPHINO)PENTANE (BDPP) ENANTIOMERS AND THEIR APPLICATION IN ASYMMETRIC HYDROGENATION [J].
BAKOS, J ;
TOTH, I ;
HEIL, B ;
MARKO, L .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1985, 279 (1-2) :23-29
[2]   C2-SYMMETRICAL BIS(PHOSPHOLANES) AND THEIR USE IN HIGHLY ENANTIOSELECTIVE HYDROGENATION REACTIONS [J].
BURK, MJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (22) :8518-8519
[3]   ASYMMETRIC SYNTHESIS OF HYDRATROPIC ACID AND AMINO-ACIDS BY HOMOGENEOUS CATALYTIC HYDROGENATION [J].
DANG, TP ;
KAGAN, HB .
JOURNAL OF THE CHEMICAL SOCIETY D-CHEMICAL COMMUNICATIONS, 1971, (10) :481-&
[4]  
Evans PA, 2005, MODERN RHODIUM-CATALYZED ORGANIC REACTIONS, P1, DOI 10.1002/3527604693
[5]   Readily available [2.2.2]-bicyclooctadienes as new chiral ligands for Ir(I): Catalytic, kinetic resolution of allyl carbonates [J].
Fischer, C ;
Defieber, C ;
Suzuki, T ;
Carreira, EM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (06) :1628-1629
[6]   ASYMMETRIC SYNTHESIS - PRODUCTION OF OPTICALLY-ACTIVE AMINO-ACIDS BY CATALYTIC-HYDROGENATION [J].
FRYZUK, MD ;
BOSNICH, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (19) :6262-6267
[7]   Rhodium-catalyzed asymmetric [4+2] cycloisomerization reactions [J].
Gilbertson, SR ;
Hoge, GS ;
Genov, DG .
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (26) :10077-10080
[8]   Rhodium catalyzed intramolecular [4+2] cycloisomerization reactions [J].
Gilbertson, SR ;
Hoge, GS .
TETRAHEDRON LETTERS, 1998, 39 (15) :2075-2078
[9]   A chiral chelating diene as a new type of chiral ligand for transition metal catalysts: Its preparation and use for the rhodium-catalyzed asymmetric 1,4-addition [J].
Hayashi, T ;
Ueyama, K ;
Tokunaga, N ;
Yoshida, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (38) :11508-11509
[10]  
Heath H, 2001, SYNTHESIS-STUTTGART, P2341