Enantioselective synthesis of β-arylbutenolides via palladium(0) catalysed asymmetric coupling cyclisation reaction of racemic allenic carboxylic acids with aryl iodides

被引：47
作者：
Ma, SM [1 ]
Shi, ZJ [1 ]
Wu, SL [1 ]
机构：
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Organomet Chem Lab, Shanghai 200032, Peoples R China
来源：
TETRAHEDRON-ASYMMETRY | 2001年 / 12卷 / 02期
基金：
中国国家自然科学基金;
关键词：
D O I：
10.1016/S0957-4166(01)00046-5
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Bis(oxazoline) 2c was used as a chiral ligand in the Pd(0) catalysed enantioselective coupling cyclisation of 2.3-allenoic acids with aryl iodides affording butenolides: in reasonable fields and with e.e.s of up to 53%. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：193 / 195
页数：3
相关论文
共 18 条
  • [1] REAKTIONEN MIT PHOSPHINALKYLENEN .12. EINE NEUE SYNTHESE VON ALLEN-CARBONSAUREESTERN
    BESTMANN, HJ
    HARTUNG, H
    [J]. CHEMISCHE BERICHTE-RECUEIL, 1966, 99 (04): : 1198 - &
  • [2] BRIMA TS, 1990, Patent No. 468817
  • [3] Gauthier J.Y., 1995, PCT Int. Appl. WO 95 00,501, Patent No. [9500501, 95 00,501]
  • [4] Simple circular dichroic method for the determination of absolute configuration of 5-substituted 2(5H)-furanones
    Gawronski, JK
    vanOeveren, A
    vanderDeen, H
    Leung, CW
    Feringa, BL
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (04) : 1513 - 1515
  • [5] Gawronski JK, 1997, CHIRALITY, V9, P537, DOI 10.1002/(SICI)1520-636X(1997)9:5/6<537::AID-CHIR21>3.0.CO
  • [6] 2-O
  • [7] Lee G.C.M., 1991, PCT Int. Appl. WO 91 16,055, Patent No. [91 16,055, 9116055]
  • [8] LEE GCM, 1990, Patent No. 372940
  • [9] Palladium(0)-catalyzed cyclization reaction of polymer-supported aryl iodides with 1,2-allenyl carboxylic acids. A facile solid-phase synthesis of butenolides
    Ma, SM
    Duan, DH
    Shi, ZJ
    [J]. ORGANIC LETTERS, 2000, 2 (10) : 1419 - 1422
  • [10] Synthesis of β-halobutenolides and their Pd(0)-catalyzed cross-coupling reactions with terminal alkynes and organozinc reagents.: A general route to β-substituted butenolides and formal synthesis of cis-whisky lactone
    Ma, SM
    Shi, ZJ
    Yu, ZQ
    [J]. TETRAHEDRON, 1999, 55 (41) : 12137 - 12148
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