Chiral ruthenium complexes as catalysts in enantioselective Diels-Alder reactions. Crystal structure of the Lewis acid dienophile adduct

被引：91
作者：
Carmona, D [1 ]
Cativiela, C
Elipe, S
Lahoz, FJ
Lamata, MP
Pilar, M
de Viu, LR
Oro, LA
Vega, C
Viguri, F
机构：
[1] Univ Zaragoza, CSIC, Inst Ciencia Mat Aragon, Fac Ciencias,Dept Quim Organ, E-50009 Zaragoza, Spain
[2] Univ Zaragoza, CSIC, Inst Ciencia Mat Aragon, Fac Ciencias,Dept Quim Inorgan, E-50009 Zaragoza, Spain
[3] Univ Zaragoza, CSIC, Inst Ciencia Mat Aragon, Escuela Univ Ingn Tecn Ind,Dept Quim Inorgan, E-50009 Zaragoza, Spain
来源：
CHEMICAL COMMUNICATIONS | 1997年 / 24期
关键词：
D O I：
10.1039/a705605b
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
On the basis of spectroscopic and structural studies a full catalytic cycle is proposed for the Diels-Alder reaction between methacrolein and cyclopentadiene when the new chiral aquo-complexes (R-Ru, S-Ru)-[(eta(6)-p-cymene)Ru(PN)(H2O)][SbF6](2) {PN = (3aS, 8aR)-2-(2-diphenyl-phosphinophenyl)-3a,8a-dihydroindane[1,2-d]oxazole} are used as catalysts.
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收藏
页码：2351 / 2352
页数：2
相关论文
共 16 条
  • [1] PREPARATION OF NOVEL SULFUR AND PHOSPHORUS-CONTAINING OXAZOLINES AS LIGANDS FOR ASYMMETRIC CATALYSIS
    ALLEN, JV
    DAWSON, GJ
    FROST, CG
    WILLIAMS, JMJ
    COOTE, SJ
    [J]. TETRAHEDRON, 1994, 50 (03) : 799 - 808
  • [2] Chiral rhodium complexes as catalysts in Diels-Alder reactions
    Carmona, D
    Cativiela, C
    GarciaCorreas, R
    Lahoz, FJ
    Lamata, MP
    Lopez, JA
    deViu, MPLR
    Oro, LA
    SanJose, E
    Viguri, F
    [J]. CHEMICAL COMMUNICATIONS, 1996, (10) : 1247 - 1248
  • [3] Carruthers, 1990, CYCLOADDITION REACTI, P1
  • [4] C-2-SYMMETRIC CATIONIC COPPER(II) COMPLEXES AS CHIRAL LEWIS-ACIDS - COUNTERION EFFECTS IN THE ENANTIOSELECTIVE DIELS-ALDER REACTION
    EVANS, DA
    MURRY, JA
    VONMATT, P
    NORCROSS, RD
    MILLER, SJ
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (07): : 798 - 800
  • [5] CHIRAL (ACYLOXY)BORANE (CAB) - A POWERFUL AND PRACTICAL CATALYST FOR ASYMMETRIC DIELS-ALDER REACTIONS
    FURUTA, K
    SHIMIZU, S
    MIWA, Y
    YAMAMOTO, H
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (07) : 1481 - 1483
  • [6] CRYSTAL-STRUCTURE OF A CHIRAL TITANIUM CATALYST ALKENE COMPLEX - THE INTERMEDIATE IN CATALYTIC ASYMMETRIC DIELS-ALDER AND 1,3-DIPOLAR CYCLOADDITION REACTIONS
    GOTHELF, KV
    HAZELL, RG
    JORGENSEN, KA
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (15) : 4435 - 4436
  • [7] ASYMMETRIC INDUCTION IN THE DIELS-ALDER REACTION CATALYZED BY CHIRAL METALLOCENE TRIFLATE COMPLEXES - DRAMATIC EFFECT OF SOLVENT POLARITY
    JAQUITH, JB
    GUAN, JY
    WANG, ST
    COLLINS, S
    [J]. ORGANOMETALLICS, 1995, 14 (03) : 1079 - 1081
  • [8] CATALYTIC ASYMMETRIC DIELS-ALDER REACTIONS
    KAGAN, HB
    RIANT, O
    [J]. CHEMICAL REVIEWS, 1992, 92 (05) : 1007 - 1019
  • [9] LANTHANIDE(III)-CATALYZED ENANTIOSELECTIVE DIELS-ALDER REACTIONS - STEREOSELECTIVE SYNTHESIS OF BOTH ENANTIOMERS BY USING A SINGLE CHIRAL SOURCE AND A CHOICE OF ACHIRAL LIGANDS
    KOBAYASHI, S
    ISHITANI, H
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (09) : 4083 - 4084
  • [10] KUNDIG EP, 1994, ANGEW CHEM INT EDIT, V33, P1856, DOI 10.1002/anie.199418561
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