A simple method for the α-oxygenation of aldehydes

被引：27
|
作者：
Beshara, CS
Hall, A
Jenkins, RL
Jones, TC
Parry, RT
Thomas, SP
Tomkinson, NCO
机构：
[1] Cardiff Univ, Sch Chem, Cardiff CF10 3TB, S Glam, Wales
[2] GlaxoSmithKline Pharmaceut, Neurol & GI Ctr Excellence Drug Discovery, Harlow CM19 5AW, Essex, England
来源：
CHEMICAL COMMUNICATIONS | 2005年 / 11期
基金：
英国工程与自然科学研究理事会;
关键词：
D O I：
10.1039/b418101h
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A mild, efficient and general method for the chemospecific alpha-oxygenation of aldehydes is described. Treatment of a series of aldehydes with N-tert-butyl-O-benzoyl hydroxylamine hydrochloride gives the corresponding alpha-oxygenated carbonyl via a proposed pericyclic rearrangement process.
引用
收藏
页码：1478 / 1480
页数：3
相关论文
共 50 条
  • [1] A simple method for coupling aldehydes to solid support
    Metz, WA
    Jones, WD
    Ciske, FL
    Peet, NP
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1998, 8 (17) : 2399 - 2402
  • [2] SIMPLE METHOD FOR SYNTHESIZING ALDEHYDES OF BARENE SERIES
    ZAKHARKIN, LI
    LVOV, AI
    JOURNAL OF GENERAL CHEMISTRY USSR, 1967, 37 (03): : 696 - +
  • [3] SIMPLE METHOD FOR FAST AND STEREOSELECTIVE SYNTHESIS OF ENOXYSILANES OF ALDEHYDES AND KETONES
    CAZEAU, P
    MOULINES, F
    LAPORTE, O
    DUBOUDIN, F
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1980, 201 (02) : C9 - C13
  • [4] SIMPLE METHOD FOR CONTROLLING STEREOSELECTION IN MANNICH CYCLIZATION REACTIONS OF ALDEHYDES
    HEERDING, DA
    HONG, CY
    KADO, N
    LOOK, GC
    OVERMAN, LE
    JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (25): : 6947 - 6948
  • [5] A SIMPLE METHOD FOR CHELATION CONTROLLED ADDITIONS TO ALPHA-AMINO ALDEHYDES
    REETZ, MT
    ROLFING, K
    GRIEBENOW, N
    TETRAHEDRON LETTERS, 1994, 35 (13) : 1969 - 1972
  • [6] A simple method for knoevenagel condensation of α,β-conjugated and aromatic aldehydes with barbituric acid
    Jursic, BS
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2001, 38 (03) : 655 - 657
  • [7] HALOGENOPHOSPHORANES IN REACTIONS WITH ALDEHYDES - SIMPLE METHOD FOR THE PREPARATION OF ALPHA-HALOALKOXYPHOSPHORANES
    MIRONOV, VF
    SINYASHINA, TN
    OFITSEROV, EN
    GOLDFARB, EI
    KONOVALOVA, IV
    PUDOVIK, AN
    ZHURNAL OBSHCHEI KHIMII, 1990, 60 (04): : 960 - 961
  • [8] Oxidations with acyl nitrates: A simple and rapid method for preparing quinones, ketones and aldehydes
    deOliveira, AP
    Moreira, BG
    Moran, PJS
    Rodrigues, JAR
    TETRAHEDRON LETTERS, 1996, 37 (29) : 5029 - 5032
  • [9] A SIMPLE HISTOCHEMICAL REACTION FOR ALDEHYDES
    ARZAC, JP
    JOURNAL OF THE NATIONAL CANCER INSTITUTE, 1950, 10 (06) : 1341 - 1342
  • [10] Oxygenation of Simple Olefins through Selective Allylic C-C Bond Cleavage: A Direct Approach to Cinnamyl Aldehydes
    Liu, Jianzhong
    Wen, Xiaojin
    Qin, Chong
    Li, Xinyao
    Luo, Xiao
    Sun, Ao
    Zhu, Bencong
    Song, Song
    Jiao, Ning
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (39) : 11940 - 11944
12345