Kinetic resolution of chiral aminoalkenes via asymmetric hydroamination/cyclisation using binaphtholate yttrium complexes

被引:111
作者
Gribkov, DV [1 ]
Hultzsch, KC [1 ]
机构
[1] Univ Erlangen Nurnberg, Inst Organ Chem, D-91054 Erlangen, Germany
关键词
D O I
10.1039/b316096c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Chiral binaphtholate yttrium aryl complexes are highly active and enantioselective catalysts for the asymmetric hydroamination of aminoalkenes, as well as the kinetic resolution of cc-substituted 1-aminopent-4-enes to give trans-2,5-disubstituted pyrrolidines with good enantiomeric excess and high k(rel).
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页码:730 / 731
页数:2
相关论文
共 23 条
[11]   Chelating bis(thiophosphinic amidate)s as versatile supporting ligands for the group 3 metals. An application to the synthesis of highly active catalysts for intramolecular alkene hydroamination [J].
Kim, YK ;
Livinghouse, T ;
Horino, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (32) :9560-9561
[12]  
Kim YK, 2002, ANGEW CHEM INT EDIT, V41, P3645, DOI 10.1002/1521-3773(20021004)41:19<3645::AID-ANIE3645>3.0.CO
[13]  
2-F
[14]   EFFICIENT SYNTHESIS OF STERICALLY HINDERED CHIRAL BINAPHTHOL DERIVATIVES [J].
MARUOKA, K ;
ITOH, T ;
ARAKI, Y ;
SHIRASAKA, T ;
YAMAMOTO, H .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1988, 61 (08) :2975-2976
[15]   Metal-initiated amination of alkenes and alkynes [J].
Muller, TE ;
Beller, M .
CHEMICAL REVIEWS, 1998, 98 (02) :675-703
[16]   Biaryl amine ligands for lanthanide catalysed enantioselective hydroamination/cyclisation of aminoalkenes [J].
O'Shaughnessy, PN ;
Scott, P .
TETRAHEDRON-ASYMMETRY, 2003, 14 (14) :1979-1983
[17]   Chiral-at-metal organolanthanides: enantioselective aminoalkene hydroamination/cyclisation with non-cyclopentadienyls [J].
O'Shaughnessy, PN ;
Knight, PD ;
Morton, C ;
Gillespie, KM ;
Scott, P .
CHEMICAL COMMUNICATIONS, 2003, (14) :1770-1771
[18]   The catalytic hydroamination of alkynes [J].
Pohlki, F ;
Doye, S .
CHEMICAL SOCIETY REVIEWS, 2003, 32 (02) :104-114
[19]  
Roesky P. W., 2003, ANGEW CHEM, V115, P2812
[20]   Enantioselective catalytic hydroamination of alkenes [J].
Roesky, PW ;
Müller, TE .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (24) :2708-2710