A mild copper catalyzed method for the selective deprotection of aryl allyl ethers

被引：8
|
作者：
Hemming, David S. [1 ]
Talbot, Eric P. [2 ]
Steel, Patrick G. [1 ]
机构：
[1] Univ Durham, Dept Chem, South Rd, Durham DH1 3LE, England
[2] GlaxoSmithKline Med Res Ctr, Gunnels Wood Rd, Stevenage SG1 2NY, Herts, England
来源：
TETRAHEDRON LETTERS | 2017年 / 58卷 / 01期
基金：
英国工程与自然科学研究理事会;
关键词：
Borylation; Deallylation; Bis(pinacolato)diboron; Copper; Protecting group; ALPHA; BETA-UNSATURATED CARBONYL-COMPOUNDS; BORYL SUBSTITUTION; ALKYL-HALIDES; BETA-BORATION; ORGANIC HALIDES; EFFICIENT ROUTE; HYDROBORATION; DIBORON; CLEAVAGE; ESTERS;
D O I：
10.1016/j.tetlet.2016.11.084
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Copper boryl reagents enable the selective cleavage of aryl allyl ethers to the corresponding phenols in good to moderate yields. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码：17 / 20
页数：4
相关论文
共 50 条
  • [31] Selective deprotection of silyl ethers
    Nelson, TD
    Crouch, RD
    SYNTHESIS-STUTTGART, 1996, (09): : 1031 - +
  • [32] On the selective deprotection of trityl ethers
    Jones, GB
    Hynd, G
    Wright, JM
    Sharma, A
    JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (01): : 263 - 265
  • [33] Copper(I)-catalyzed synthesis of ferrocenyl aryl ethers
    an der Heiden, MR
    Frey, GD
    Plenio, H
    ORGANOMETALLICS, 2004, 23 (14) : 3548 - 3551
  • [34] PHOTOCHEMISTRY OF ALLYL ARYL ETHERS
    WAESPE, HR
    HEIMGARTNER, H
    SCHMID, H
    HANSEN, HJ
    PAUL, H
    FISCHER, H
    HELVETICA CHIMICA ACTA, 1978, 61 (01) : 401 - 429
  • [35] Selective deprotection of alkyl t-butyldimethylsilyl ethers in the presence of aryl t-butyldimethylsilyl ethers
    Grieco, PA
    Markworth, CJ
    TETRAHEDRON LETTERS, 1999, 40 (04) : 665 - 666
  • [36] Selective, Nickel-Catalyzed Hydrogenolysis of Aryl Ethers
    Sergeev, Alexey G.
    Hartwig, John F.
    SCIENCE, 2011, 332 (6028) : 439 - 443
  • [37] Palladium-catalyzed intramolecular cyclizations of aryl allyl ethers and aryl homoallyl ethers for the synthesis of benzofuran and chromene derivatives
    Youn, So Won
    Eom, Jeong Im
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 230 : U3248 - U3248
  • [38] Copper-Catalyzed Selective Cross-Couplings of Propargylic Ethers with Aryl Grignard Reagents
    Jiang, Yifan
    Ma, Yangyang
    Ma, Enlu
    Li, Zhiping
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 8 (10) : 1834 - 1837
  • [39] A mild and selective method for N-Boc deprotection
    Routier, S
    Saugé, L
    Ayerbe, N
    Coudert, G
    Mérour, JY
    TETRAHEDRON LETTERS, 2002, 43 (04) : 589 - 591
  • [40] A facile method for the rapid and selective deprotection of methoxymethyl (MOM) ethers
    Han, Jae Hyun
    Kwon, Young Eun
    Sohn, Jeong-Hun
    Ryu, Do Hyun
    TETRAHEDRON, 2010, 66 (09) : 1673 - 1677
12345