Tandem Reaction of Deprotonation-Oxidation-Wittig Reaction: Stereoselective Synthesis of (E)-α,β-Unsaturated Enoates

被引:0
|
作者
黄志真
孙若君
机构
关键词
phosphonium or arsonium salt; alcohol; ylide; α; β-unsaturated enoate; synthesis; deprotonation; oxidation; Wittig reaction; tandem reaction;
D O I
暂无
中图分类号
O623 [脂肪族化合物(无环化合物)];
学科分类号
摘要
Phosphonium or arsonium salt with primary alcohol can undergo the tandem reaction of deprotonation-oxidation-Wittig reaction in the presence of sodium hydroxide and manganese dioxide, providing a general and efficient method for the stereoselective synthesis of (E)-α,β-unsaturated enoates.
引用
收藏
页码:1460 / 1462 +1136
页数:4
相关论文
共 50 条
  • [21] Stereoselective thio-Michael/aldol tandem reaction to α,β-unsaturated esters
    Kamimura, A
    Mitsudera, H
    Asano, S
    Kidera, S
    Kakehi, A
    JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (17): : 6353 - 6360
  • [22] Stereoselective Synthesis of Glycosyl Acrylate Derivatives by Microwave Assisted Wittig Reaction
    Wang Wei
    Li Xiao-Liu
    Li Rui
    Zhang Ping-Zhu
    Chen Hua
    CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE, 2012, 33 (05): : 958 - 963
  • [23] ACTIVATED ALUMINA PROMOTED STEREOSELECTIVE WITTIG REACTION
    DHAVALE, DD
    SINDKHEDKAR, MD
    MALI, RS
    JOURNAL OF CHEMICAL RESEARCH-S, 1995, (10): : 414 - 415
  • [24] SYNTHESIS OF C-SUBSTUTITED UNSATURATED KETOSES BY MEANS OF WITTIG REACTION
    ZHDANOV, YA
    DOROFEEN.GN
    UZLOVA, LA
    DOKLADY AKADEMII NAUK SSSR, 1965, 160 (02): : 339 - &
  • [25] Wittig-type reaction on unprotected aldoses -: Synthesis of α,β-unsaturated esters
    Le Mignot, V
    Lièvre, C
    Fréchou, C
    Demailly, G
    TETRAHEDRON LETTERS, 1998, 39 (09) : 983 - 984
  • [26] STEREOCHEMICALLY CONTROLLED SYNTHESIS OF UNSATURATED ALCOHOLS BY THE HORNER-WITTIG REACTION
    AYREY, PM
    BOLTON, MA
    BUSS, AD
    GREEVES, N
    LEVIN, D
    WALLACE, P
    WARREN, S
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1992, (24): : 3407 - 3417
  • [27] SYNTHESIS OF SINGLE ISOMERS (E OR Z) OF UNSATURATED CARBOXYLIC-ACIDS BY THE HORNER-WITTIG REACTION
    LEVIN, D
    WARREN, S
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1988, (07): : 1799 - 1807
  • [28] Tandem Michael-Wittig-Horner reaction: Application to the synthesis of bisabolanes
    Chuzel, O
    Piva, O
    SYNTHETIC COMMUNICATIONS, 2003, 33 (03) : 393 - 402
  • [29] ACETATE SYNTHESES OF UNSATURATED ALCOHOLS BY WITTIG REACTION
    KOVALEVA, AS
    IVANOV, LL
    PYATNOVA, YB
    EVSTIGNE.RP
    ZHURNAL ORGANICHESKOI KHIMII, 1972, 8 (12): : 2613 - 2614
  • [30] Highly stereoselective synthesis of trisubstituted α,β-unsaturated sulfoxides by Heck reaction
    Alonso, I
    Carretero, JC
    JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (12): : 4453 - 4456