REGIOSELECTIVE AND ENANTIOSELECTIVE EPOXIDATION CATALYZED BY METALLOPORPHYRINS

被引:447
作者
COLLMAN, JP
ZHANG, XM
LEE, VJ
UFFELMAN, ES
BRAUMAN, JI
机构
关键词
D O I
10.1126/science.8367724
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
Recent progress in regioselective and enantioselective epoxidations catalyzed by metalloporphyrins is discussed here, with an explanation of the biomimetic antecedents of this area and its relevance to synthetic applications. Classification of the catalysts that have been studied allows useful conclusions to be drawn about the development of this field. In particular, both the most promising biomimetic and practical catalysts have arisen from systems that can be systematically modified by convenient synthetic methodology.
引用
收藏
页码:1404 / 1411
页数:8
相关论文
共 69 条
  • [1] [Anonymous], 1991, COMPR ORG SYNTH
  • [2] Bartok M, 1980, CHEM ETHERS CROW 1 S, P609
  • [3] A MANGANESE(V)-OXO COMPLEX
    COLLINS, TJ
    GORDONWYLIE, SW
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (12) : 4511 - 4513
  • [4] A WATER-STABLE MANGANESE(V)-OXO COMPLEX - DEFINITIVE ASSIGNMENT OF A NU(MN(V)O) INFRARED VIBRATION
    COLLINS, TJ
    POWELL, RD
    SLEBODNICK, C
    UFFELMAN, ES
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (02) : 899 - 901
  • [5] EPOXIDATION OF OLEFINS BY CYTOCHROME-P-450 MODEL COMPOUNDS - KINETICS AND STEREOCHEMISTRY OF OXYGEN ATOM TRANSFER AND ORIGIN OF SHAPE SELECTIVITY
    COLLMAN, JP
    BRAUMAN, JI
    MEUNIER, B
    HAYASHI, T
    KODADEK, T
    RAYBUCK, SA
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (07) : 2000 - 2005
  • [6] SHAPE-SELECTIVE OLEFIN EPOXIDATION CATALYZED BY MANGANESE PICNIC BASKET PORPHYRINS
    COLLMAN, JP
    ZHANG, XM
    HEMBRE, RT
    BRAUMAN, JI
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (13) : 5356 - 5357
  • [7] EPOXIDATION OF OLEFINS BY CYTOCHROME-P-450 MODEL COMPOUNDS - MECHANISM OF OXYGEN ATOM TRANSFER
    COLLMAN, JP
    BRAUMAN, JI
    MEUNIER, B
    RAYBUCK, SA
    KODADEK, T
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA-PHYSICAL SCIENCES, 1984, 81 (10): : 3245 - 3248
  • [8] ENANTIOSELECTIVE EPOXIDATION OF UNFUNCTIONALIZED OLEFINS CATALYZED BY THREITOL-STRAPPED MANGANESE PORPHYRINS
    COLLMAN, JP
    LEE, VJ
    ZHANG, XM
    IBERS, JA
    BRAUMAN, JI
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (09) : 3834 - 3835
  • [9] ASYMMETRIC EPOXIDATION CATALYZED BY AN IRON BINAP CAPPED PORPHYRIN
    COLLMAN, JP
    ZHANG, XM
    LEE, VJ
    BRAUMAN, JI
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (22) : 1647 - 1649
  • [10] COLLMAN JP, 1992, ADV CHEM SER, V230, P153