Polymer-supported chiral phosphinooxathiane ligands for palladium-catalyzed asymmetric allylations

被引:29
作者
Nakano, H [1 ]
Takahashi, K [1 ]
Suzuki, Y [1 ]
Fujita, R [1 ]
机构
[1] Tohoku Pharmaceut Univ, Aoba Ku, Sendai, Miyagi 9818558, Japan
关键词
D O I
10.1016/j.tetasy.2004.11.090
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Novel polymer-supported chiral ligands of PS-DES, PS-Et, and TentaGel supporting Pd-phosphinooxathianes were prepared and found to provide high levels of enantioselectivity (up to 99% ee) in palladium-catalyzed asymmetric allylic alkylations and aminations. (C) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:609 / 614
页数:6
相关论文
共 32 条
[1]   Parallel approach to selective catalysts for palladium-catalyzed desymmetrization of 2,4-cyclopentenediol [J].
Agarkov, A ;
Uffman, EW ;
Gilbertson, SR .
ORGANIC LETTERS, 2003, 5 (12) :2091-2094
[2]   Immobilization of chiral phosphine ligands on silica gel by means of the allylsilane method and their use for catalytic asymmetric reactions [J].
Aoki, K ;
Shimada, T ;
Hayashi, T .
TETRAHEDRON-ASYMMETRY, 2004, 15 (11) :1771-1777
[3]  
DUFRESNE C, Patent No. 02102813
[4]   Recoverable catalysts for asymmetric organic synthesis [J].
Fan, QH ;
Li, YM ;
Chan, ASC .
CHEMICAL REVIEWS, 2002, 102 (10) :3385-3465
[5]   HOMOGENEOUS AND HETEROGENEOUS PD-CATALYZED ENANTIOSELECTIVE ALKYLATION WITH C-2-SYMMETRICAL CHIRAL NITROGEN LIGANDS [J].
GAMEZ, P ;
DUNJIC, B ;
FACHE, F ;
LEMAIRE, M .
TETRAHEDRON-ASYMMETRY, 1995, 6 (05) :1109-1116
[6]   Aza-bis(oxazolines): New chiral ligands for asymmetric catalysis [J].
Glos, M ;
Reiser, O .
ORGANIC LETTERS, 2000, 2 (14) :2045-2048
[7]   High asymmetric induction with β-turn-derived palladium phosphine complexes [J].
Greenfield, SJ ;
Agarkov, A ;
Gilbertson, SR .
ORGANIC LETTERS, 2003, 5 (17) :3069-3072
[8]   Polymer-bound bis(oxazoline) as a chiral catalyst [J].
Hallman, K ;
Moberg, C .
TETRAHEDRON-ASYMMETRY, 2001, 12 (10) :1475-1478
[9]   Enantioselective allylic alkylation using polymer-supported palladium catalysts [J].
Hallman, K ;
Macedo, E ;
Nordström, K ;
Moberg, C .
TETRAHEDRON-ASYMMETRY, 1999, 10 (20) :4037-4046
[10]  
HAYASHI T, 1993, CATALYTIC ASYMMETRIC, P325