SELECTIVE DEPROTECTION OF DIPHENYLMETHYLSILYLETHERS OF ALLYLIC AND BENZYLIC ALCOHOLS

被引:0
作者
PIVA, O
AMOUGAY, A
PETE, JP
机构
[1] Laboratoire de Photochimie, URA CNRS 459, UFR Sciences Université de Reims, 51062 Reims, Champagne - Ardenne - F
关键词
D O I
10.1080/00397919508010810
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Selective deprotection of diphenylmethylsilylethers of allylic or benzylic alcohols is achieved by U.V. irradiation in presence of phenanthrene (leq.) in methylene chloride and methanol. Under these conditions, other ethers containing the t-butyldimethylsilyl or the t-butyldiphenylsilyl group are recovered unmodified.
引用
收藏
页码:219 / 226
页数:8
相关论文
共 35 条
  • [1] BALSELLS E, 1986, REV LATINOAMER QUIM, V17, P43
  • [2] PHOTOCHEMICAL-REACTION OF CARBAZOLE AND SOME DERIVATIVES IN DICHLOROMETHANE
    BALSELLS, RE
    FRASCA, AR
    [J]. TETRAHEDRON LETTERS, 1984, 25 (47) : 5363 - 5366
  • [3] BASSINDALE AR, CHEM ORGANIC SILICON, V1, P839
  • [4] CLEAVAGE OF ETHERS
    BHATT, MV
    KULKARNI, SU
    [J]. SYNTHESIS-STUTTGART, 1983, (04): : 249 - 282
  • [5] NEW SYNTHETIC TRICKS - TRIMETHYLSILYL TRIFLATE MEDIATED CLEAVAGE OF HINDERED SILYL ETHERS
    BOU, V
    VILARRASA, J
    [J]. TETRAHEDRON LETTERS, 1990, 31 (04) : 567 - 568
  • [6] SELECTIVE DEPROTECTION OF ALCOHOLIC AND PHENOLIC SILYL ETHERS
    COLLINGTON, EW
    FINCH, H
    SMITH, IJ
    [J]. TETRAHEDRON LETTERS, 1985, 26 (05) : 681 - 684
  • [7] PROTECTION OF HYDROXYL GROUPS AS TERT-BUTYLDIMETHYLSILYL DERIVATIVES
    COREY, EJ
    VENKATESWARLU, A
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (17) : 6190 - +
  • [8] SELECTIVITY IN THE CATALYTIC TRANSFER HYDROGENOLYSIS OF SILYL ETHER PROTECTING GROUPS
    CORMIER, JF
    ISAAC, MB
    CHEN, LF
    [J]. TETRAHEDRON LETTERS, 1993, 34 (02) : 243 - 246
  • [9] THE TRIISOPROPYLSILYL GROUP AS A HYDROXYL-PROTECTING FUNCTION
    CUNICO, RF
    BEDELL, L
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (23) : 4797 - 4798
  • [10] PROTECTION OF HYDROXY-GROUPS BY SILYLATION - USE IN PEPTIDE-SYNTHESIS AND AS LIPOPHILICITY MODIFIERS FOR PEPTIDES
    DAVIES, JS
    HIGGINBOTHAM, CL
    TREMEER, EJ
    BROWN, C
    TREADGOLD, RC
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1992, (22): : 3043 - 3048