Ring-closing olefin metathesis for the synthesis of fused nitrogen heterocycles

被引:123
作者
Martin, SF
Chen, HJ
Courtney, AK
Liao, YS
Patzel, M
Ramser, MN
Wagman, AS
机构
关键词
D O I
10.1016/0040-4020(96)00249-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel technique for the efficient synthesis of fused nitrogen heterocycles containing various combinations of five- and eight-membered rings has been developed. This method features the ring-closing metathesis (RCM), which is catalyzed by the molybdenum alkylidene complex 6, of alpha,omega-dienes that have a nitrogen atom in the chain linking the two olefinic functional groups. Copyright (C) 1996 Elsevier Science Ltd
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页码:7251 / 7264
页数:14
相关论文
共 60 条
  • [1] LIVING RING-OPENING METATHESIS POLYMERIZATION OF 2,3-DIFUNCTIONALIZED NORBORNADIENES BY MO(CH-TERT-BU)(N-2,6-C6H3-ISO-PR2)(O-TERT-BU)2
    BAZAN, GC
    KHOSRAVI, E
    SCHROCK, RR
    FEAST, WJ
    GIBSON, VC
    OREGAN, MB
    THOMAS, JK
    DAVIS, WM
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (23) : 8378 - 8387
  • [2] LIVING RING-OPENING METATHESIS POLYMERIZATION OF 2,3-DIFUNCTIONALIZED 7-OXANORBORNENES AND 7-OXANORBORNADIENES BY MO(CHCME2R)(N-2,6-C6H3-ISO-PR2)(O-TERT-BU)2 AND MO(CHCME2R)(N-2,6-C6H3-ISO-PR2)(OCME2CF3)2
    BAZAN, GC
    OSKAM, JH
    CHO, HN
    PARK, LY
    SCHROCK, RR
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (18) : 6899 - 6907
  • [3] THE FIRST SYNTHESIS OF THE ABCD RING-SYSTEM OF MANZAMINE-A - CONSTRUCTION OF THE MACROCYCLIC RING-D
    BORER, BC
    DEERENBERG, S
    BIERAUGEL, H
    PANDIT, UK
    [J]. TETRAHEDRON LETTERS, 1994, 35 (19) : 3191 - 3194
  • [4] SYNTHESIS OF THE HOMOCHIRAL TRICYCLIC HEART OF MANZAMINE-A
    BRANDS, KMJ
    MEEKEL, AAP
    PANDIT, UK
    [J]. TETRAHEDRON, 1991, 47 (10-11) : 2005 - 2026
  • [5] SYNTHESIS OF A TETRACYCLIC SUBSTRUCTURE OF MANZAMINE-A
    CAMPBELL, JA
    HART, DJ
    [J]. TETRAHEDRON LETTERS, 1992, 33 (42) : 6247 - 6250
  • [6] CLARK JS, 1995, TETRAHEDRON LETT, V36, P2519
  • [7] STEREOSELECTIVE ADDITION OF GRIGNARD-DERIVED ORGANOCOPPER REAGENTS TO N-ACYLIMINIUM IONS - SYNTHESIS OF ENANTIOPURE 5-SUBSTITUTED AND 4,5-SUBSTITUTED PROLINATES
    COLLADO, I
    EZQUERRA, J
    PEDREGAL, C
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (16) : 5011 - 5015
  • [8] COPRDELL GA, 1991, INTRO ALKALOIDS BIOG
  • [9] A NEW APPROACH TO THE BICYCLIC HYDROXYLAMINE HEMIKETAL RING-SYSTEM OF ANTITUMOR-ANTIBIOTIC FR900482 VIA OXIDATIVE RING EXPANSION OF A TETRAHYDROPYRROLO[1,2-A]INDOLE
    DMITRIENKO, GI
    DENHART, D
    MITHANI, S
    PRASAD, GKB
    TAYLOR, NJ
    [J]. TETRAHEDRON LETTERS, 1992, 33 (39) : 5705 - 5708
  • [10] CATALYTIC RING-CLOSING METATHESIS OF FUNCTIONALIZED DIENES BY A RUTHENIUM CARBENE COMPLEX
    FU, GC
    NGUYEN, ST
    GRUBBS, RH
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (21) : 9856 - 9857