DIFFERENTIATION OF CONTIGUOUS HYDROXYL-GROUPS BY REGIOSELECTIVE CONVERSION OF ACETONIDES INTO TERT-BUTYL HYDROXYALKYL ETHERS

被引：26
|
作者：
CHENG, WL [1 ]
YEH, SM [1 ]
LUH, TY [1 ]
机构：
[1] NATL TAIWAN UNIV,DEPT CHEM,TAIPEI 106,TAIWAN
来源：
JOURNAL OF ORGANIC CHEMISTRY | 1993年 / 58卷 / 21期
关键词：
D O I：
10.1021/jo00073a003
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Treatment of the acetonides of simple contiguous diols or those derived from carbohydrates with the Grignard reagent yields regioselectively the corresponding hydroxyalkyl ether.
引用
收藏
页码：5576 / 5577
页数：2
相关论文
共 18 条
  • [1] Direct conversion of tert-butyl 2-hydroxyalkyl sulfides to 1,3-oxathiolanes
    Porter, MJ
    Saez, F
    Sandhu, AK
    TETRAHEDRON, 2006, 62 (05) : 931 - 936
  • [2] Novel Hydroxyl-Functionalized Caprolactone Poly(meth)acrylates Decorated with tert-Butyl Groups
    Neugebauer, Dorota
    Bury, Katarzyna
    Biela, Tadeusz
    MACROMOLECULES, 2012, 45 (12) : 4989 - 4996
  • [3] Direct conversion of tosylhydrazones to tert-butyl ethers under Bamford-Stevens reaction conditions
    Chandrasekhar, S
    Rajaiah, G
    Chandraiah, L
    Swamy, DN
    SYNLETT, 2001, (11) : 1779 - 1780
  • [4] Triarylamminium Radical Cation Facilitates the Deprotection of tert-Butyl Groups in Esters, Ethers, Carbonates, and Carbamates
    Hidasova, Denisa
    Slanina, Tomas
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (11): : 6932 - 6938
  • [5] Hydrosilane-Promoted Facile Deprotection of tert-Butyl Groups in Esters, Ethers, Carbonates, and Carbamates
    Ikeda, Takuya
    Zhang, Zhenzhong
    Motoyama, Yukihiro
    ADVANCED SYNTHESIS & CATALYSIS, 2019, 361 (04) : 673 - 677
  • [6] Atmospheric oxidation of methyl and ethyl tert-butyl ethers initiated by hydroxyl radicals. A quantum chemistry study
    Iuga, Cristina
    Osnaya-Soto, Liliana
    Ortiz, Elba
    Vivier-Bunge, Annik
    FUEL, 2015, 159 : 269 - 279
  • [7] Conversion of Phenols into Aryl Tert-Butyl Ethers Under Mitsunobu Conditions Utilizing Neighboring Group Contribution
    Wolfgardt, Annette
    Bracher, Franz
    LETTERS IN ORGANIC CHEMISTRY, 2013, 10 (01) : 2 - 7
  • [8] REMOVAL OF FORMYL, ACETYL, AND BENZOYL GROUPS FROM AMIDES WITH CONVERSION INTO THE CORRESPONDING TERT-BUTYL CARBAMATES
    GREHN, L
    GUNNARSSON, K
    RAGNARSSON, U
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (19) : 1317 - 1318
  • [9] CONVERSION OF TERT-BUTYL INTO METHYL-GROUPS DURING BROMINATION OF TERT-BUTYLPYRIDINES IN FUMING SULFURIC-ACID
    VANDERDOES, L
    VANVELDH.A
    DENHERTO.HJ
    RECUEIL DES TRAVAUX CHIMIQUES DES PAYS-BAS-JOURNAL OF THE ROYAL NETHERLANDS CHEMICAL SOCIETY, 1974, 93 (02): : 61 - 62
  • [10] Studies of utilization of glycerol in organic synthesis. Part 2. Conversion of glycerol to its tert-butyl ethers
    Kijenski, Jacek
    Jamroz, Malgorzata E.
    Tecza, Witold
    PRZEMYSL CHEMICZNY, 2007, 86 (04): : 282 - 285
12