A DIMETHYLDIOXIRANE-MEDIATED ROUTE TO ENANTIOMERICALLY PURE TRICARBONYLCHROMIUM(0) COMPLEXES OF ORTHO-SUBSTITUTED STYRENES

被引:31
作者
CHRISTIAN, PWN [1 ]
GIL, R [1 ]
MUNIZFERNANDEZ, K [1 ]
THOMAS, SE [1 ]
WIERZCHLEYSKI, AT [1 ]
机构
[1] UNIV LONDON IMPERIAL COLL SCI TECHNOL & MED,DEPT CHEM,LONDON SW7 2AY,ENGLAND
关键词
D O I
10.1039/c39940001569
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Dimethyldioxirane oxidation of tricarbonylchromium(0) complexes of a range of ortho-substituted (S)-alpha-methylbenzyldimethylamines 3a-f proceeds smoothly to give enantiomerically pure tricarbonylchromium(0) complexes of ortho-substituted styrenes 4a-f via chemoselective oxidation of the tertiary amines to their N-oxides and subsequent Cope reactions.
引用
收藏
页码:1569 / 1570
页数:2
相关论文
共 15 条
  • [1] [Anonymous], ADV MET ORG CHEM
  • [2] ASYMMETRIC DEPROTONATION AND COMPLEXATION REACTIONS MEDIATED BY CHIRAL KETALS AS A ROUTE TO ORTHO-DISUBSTITUTED (ETA-6-ARENE)CR(CO)3 COMPLEXES
    AUBE, J
    HEPPERT, JA
    MILLIGAN, ML
    SMITH, MJ
    ZENK, P
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (13) : 3563 - 3570
  • [3] THE DIASTEREOSELECTIVE FUNCTIONALIZATION OF ARENE TRICARBONYLCHROMIUM COMPLEXES CONTAINING A BENZYLIC HETEROATOM SUBSTITUENT
    BLAGG, J
    DAVIES, SG
    GOODFELLOW, CL
    SUTTON, KH
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (08): : 1805 - 1811
  • [4] BROMLEY LA, 1991, TETRAHEDRON-ASYMMETR, V2, P1399
  • [5] ENANTIOSELECTIVE MICROBIAL REDUCTION OF TRANSITION-METAL-COMPLEXED AROMATIC KETONES
    GILLOIS, J
    BUISSON, D
    AZERAD, R
    JAOUEN, G
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (18) : 1224 - 1225
  • [6] DIASTEREOTOPIC GROUP-SELECTIVE REACTIONS AT PI-ARENE CHROMIUM DERIVATIVES - DEPROTONATION AND NUCLEOPHILIC-ADDITION REACTIONS OF SUBSTRATES BEARING BENZYLIC CHIRAL CENTERS
    HEPPERT, JA
    AUBE, J
    THOMASMILLER, ME
    MILLIGAN, ML
    TAKUSAGAWA, F
    [J]. ORGANOMETALLICS, 1990, 9 (03) : 727 - 739
  • [7] THE ASYMMETRIC METALATION OF CHIRAL ARYLALDEHYDE ACETAL CHROMIUM TRICARBONYL COMPLEXES
    KONDO, Y
    GREEN, JR
    HO, JW
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (26) : 7199 - 7201
  • [8] ENZYMATIC GENERATION OF PLANAR CHIRALITY IN THE (ARENE)TRICARBONYLCHROMIUM SERIES
    MALEZIEUX, B
    JAOUEN, G
    SALAUN, J
    HOWELL, JAS
    PALIN, MG
    MCARDLE, P
    OGARA, M
    CUNNINGHAM, D
    [J]. TETRAHEDRON-ASYMMETRY, 1992, 3 (03) : 375 - 376
  • [9] 1ST SYNTHESIS OF SULFINYL SUBSTITUTED TRICARBONYL(ETA(6)-ARENE)CHROMIUM(0) COMPLEXES
    PEREZENCABO, A
    PERRIO, S
    SLAWIN, AMZ
    THOMAS, SE
    WIERZCHLEYSKI, AT
    WILLIAMS, DJ
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (13) : 1059 - 1062
  • [10] OXIDATION OF ALKYLTHIO SUBSTITUTED TRICARBONYL(ETA-6-ARENE)CHROMIUM(0) COMPLEXES TO ALKYLSULFINYL SUBSTITUTED TRICARBONYL(ETA-6-ARENE)CHROMIUM(0) COMPLEXES
    PEREZENCABO, A
    PERRIO, S
    SLAWIN, AMZ
    THOMAS, SE
    WIERZCHLEYSKI, AT
    WILLIAMS, DJ
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (06): : 629 - 642