C-methylation of phenols, tyrosine derivatives, and a tyrosine containing peptide

被引:13
作者
Hudgens, TL [1 ]
Turnbull, KD [1 ]
机构
[1] Univ Arkansas, Dept Chem & Biochem, Fayetteville, AR 72701 USA
关键词
Stille reaction; methylation; phenols;
D O I
10.1016/S0040-4039(99)00348-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A two step procedure is reported for the efficient C-methylation of phenolic compounds using a Stille reaction. This procedure requires no phenol protection and is tolerant to a wide variety of functional groups. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2719 / 2722
页数:4
相关论文
共 26 条
  • [1] First aromatic electrophilic iodination reaction on the solid-phase:: Iodination of bioactive peptides
    Arsequell, G
    Espuña, G
    Valencia, G
    Barluenga, J
    Carlón, RP
    González, JM
    [J]. TETRAHEDRON LETTERS, 1998, 39 (40) : 7393 - 7396
  • [2] LiAlH4 promoted reductive deoxygenation of hydroxybenzyl alcohols via benzoquinone methide intermediates.
    Baik, W
    Lee, HJ
    Koo, S
    Kim, BH
    [J]. TETRAHEDRON LETTERS, 1998, 39 (44) : 8125 - 8128
  • [3] Iodination of aromatic residues in peptides by reaction with IPy(2)BF(4)
    Barluenga, J
    GarciaMartin, MA
    Gonzalez, JM
    Clapes, P
    Valencia, G
    [J]. CHEMICAL COMMUNICATIONS, 1996, (13) : 1505 - 1506
  • [4] BLOCK P, 1972, J CHEM SOC P1, V63, P633
  • [5] BROWN GR, 1982, SYNTHESIS-STUTTGART, P1036
  • [6] CALDWELL WT, 1939, J AM CHEM SOC, V61, P2354
  • [7] Chakraborty D P, 1991, Fortschr Chem Org Naturst, V57, P71
  • [8] To market, to market - 1995
    Cheng, XM
    [J]. ANNUAL REPORTS IN MEDICINAL CHEMISTRY, VOL 31, 1996, 31 : 337 - 355
  • [9] TRANSITION-METAL CATALYZED-REACTIONS OF ORGANOZINC REAGENTS
    ERDIK, E
    [J]. TETRAHEDRON, 1992, 48 (44) : 9577 - 9648
  • [10] ON THE NATURE OF THE COPPER EFFECT IN THE STILLE CROSS-COUPLING
    FARINA, V
    KAPADIA, S
    KRISHNAN, B
    WANG, CJ
    LIEBESKIND, LS
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (20) : 5905 - 5911