SYNTHESIS OF HOMOCHIRAL BIS(OXAZOLINYL) PYRIDINE TYPE LIGANDS FOR ASYMMETRIC CYCLOPROPANATION REACTIONS

被引:46
作者
GUPTA, AD [1 ]
BHUNIYA, D [1 ]
SINGH, VK [1 ]
机构
[1] INDIAN INST TECHNOL,DEPT CHEM,KANPUR 208016,UTTAR PRADESH,INDIA
关键词
D O I
10.1016/S0040-4020(01)85684-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Homochiral bis(oxazolinyl)pyridine type ligands were synthesized from (S)-valine and converted into their Cu(II) complexes. Reduction of these Cu(II) complexes into Cu(I) with diazoesters was studied by uv-vis and epr spectroscopy. The enantioselective cyclopropanation reaction was carried out using styrene as a model substrate.
引用
收藏
页码:13725 / 13730
页数:6
相关论文
共 22 条
[1]   HOMOCHIRAL LITHIUM AMIDES - ENANTIOSELECTIVE DEPROTONATION OF CYCLOHEXENE OXIDE [J].
BHUNIYA, D ;
SINGH, VK .
SYNTHETIC COMMUNICATIONS, 1994, 24 (03) :375-385
[2]  
BLUNIYA D, 1994, SYNTHETIC COMMUN, V24, P1475
[3]   SYNTHETIC APPLICATIONS OF ENANTIOSELECTIVE ORGANOTRANSITION-METAL-MEDIATED REACTIONS [J].
BLYSTONE, SL .
CHEMICAL REVIEWS, 1989, 89 (08) :1663-1679
[4]  
BRUNNER H, 1988, SYNTHESIS-STUTTGART, P645
[5]   BIS(OXAZOLINES) AS CHIRAL LIGANDS IN METAL-CATALYZED ASYMMETRIC REACTIONS - CATALYTIC, ASYMMETRIC CYCLOPROPANATION OF OLEFINS [J].
EVANS, DA ;
WOERPEL, KA ;
HINMAN, MM ;
FAUL, MM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (02) :726-728
[6]   SEMICORRIN METAL-COMPLEXES AS ENANTIOSELECTIVE CATALYSTS .2. ENANTIOSELECTIVE CYCLOPROPANE FORMATION FROM OLEFINS WITH DIAZO-COMPOUNDS CATALYZED BY CHIRAL (SEMICORRINATO)COPPER COMPLEXES [J].
FRITSCHI, H ;
LEUTENEGGER, U ;
PFALTZ, A .
HELVETICA CHIMICA ACTA, 1988, 71 (06) :1553-1565
[7]  
GUPTA AD, 1994, IN PRESS IND J CHE B
[8]   5-AZA-SEMICORRINS - A NEW CLASS OF BIDENTATE NITROGEN LIGANDS FOR ENANTIOSELECTIVE CATALYSIS [J].
LEUTENEGGER, U ;
UMBRICHT, G ;
FAHRNI, C ;
VONMATT, P ;
PFALTZ, A .
TETRAHEDRON, 1992, 48 (11) :2143-2156
[9]   ASYMMETRIC CATALYTIC CYCLOPROPANATION OF OLEFINS - BIS-OXAZOLINE COPPER-COMPLEXES [J].
LOWENTHAL, RE ;
ABIKO, A ;
MASAMUNE, S .
TETRAHEDRON LETTERS, 1990, 31 (42) :6005-6008
[10]   DEHYDROGENATIVE SILYLATION OF KETONES WITH A BIFUNCTIONAL ORGANOSILANE BY RHODIUM-PYBOX CATALYSTS [J].
NAGASHIMA, H ;
UEDA, T ;
NISHIYAMA, H ;
ITOH, K .
CHEMISTRY LETTERS, 1993, (02) :347-350