Catalytic Asymmetric[2,3]-Sigmatropic Rearrangement of Sulfur Ylides Generated from Carbenoids and Allenic 2-Methylphenyl Sulfide

被引：0
|
作者：
张晓梅
马明
王剑波
机构：
[1] Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education
[2] Department of Chemical Biolegy
[3] College of Chemistry
[4] Peking University
[5] Beijing 100871
[6] China
[7] Department of Chemical Biology
[8] College of Chemistry
[9] China State Key Laboratory of Elemento-Organic Chemistry
[10] Nankai University
[11] Tianjin 300071
来源：
ChineseJournalofChemistry | 2003年 / 07期
基金：
中国国家自然科学基金;
关键词：
carbenoid; sulfur ylide; 2; 3 ]-sigmatropic rear-rangement; catalytic asymmetric synthesis;
D O I：
暂无
中图分类号：
O643.3 [催化];
学科分类号：
081705 ;
摘要：
The first investigation on catalytic asymmetric [2, 3]-sigmatrop-ic rearrangement of sulfur ylides generated from carbenoids andallenic phenyl sulfide was carried out. Up to 55% ee value wasobtained.
引用
收藏
页码：878 / 882
页数：5
相关论文
共 50 条
  • [31] REARRANGEMENTS OF YLIDES GENERATED FROM REACTIONS OF DIAZO-COMPOUNDS WITH ALLYL ACETALS AND THIOKETALS BY CATALYTIC METHODS - HETEROATOM ACCELERATION OF THE [2,3]-SIGMATROPIC REARRANGEMENT
    DOYLE, MP
    GRIFFIN, JH
    CHINN, MS
    VANLEUSEN, D
    JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (11): : 1917 - 1925
  • [32] REARRANGEMENTS OF YLIDES GENERATED FROM REACTIONS OF DIAZO-COMPOUNDS WITH ALLYL ACETALS AND THIOKETALS BY CATALYTIC METHODS - HETEROATOM ACCELERATION OF THE [2,3] SIGMATROPIC REARRANGEMENT
    DOYLE, MP
    GRIFFIN, JH
    CHINN, MS
    VANLEUSEN, D
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1984, 187 (APR): : 40 - ORGN
  • [33] Asymmetric [2,3]sigmatropic rearrangement of chiral allylic selenimides
    Kurose, N
    Takahashi, T
    Koizumi, T
    JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (09): : 2932 - 2933
  • [34] ASYMMETRIC INDUCTION IN A [2,3] SIGMATROPIC REARRANGEMENT - BIOGENETIC MODEL
    TROST, BM
    BIDDLECO.WG
    JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (19): : 3438 - 3439
  • [35] Lewis acid mediated [2,3]-sigmatropic rearrangement of allylic ammonium ylides
    Blid, J
    Somfai, P
    TETRAHEDRON LETTERS, 2003, 44 (15) : 3159 - 3162
  • [36] [2,3]-SIGMATROPIC REARRANGEMENTS OF ACETYLENIC AND ALLENIC SULFONIUM YLIDES - SYNTHESIS OF ALLENES AND CONJUGATED DIENES
    GRIECO, PA
    MEYERS, M
    FINKELHO.RS
    JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (01): : 119 - 120
  • [37] Diastereoselective [2,3]-Sigmatropic Rearrangement of N-Allyl Ammonium Ylides
    Murre, Aleksandra
    Erkman, Kristin
    Kaabel, Sandra
    Jarving, Ivar
    Kanger, Tonis
    SYNTHESIS-STUTTGART, 2019, 51 (22): : 4183 - 4197
  • [38] Organocatalytic asymmetric [2,3]-rearrangement of allylic ammonium ylides
    West, Thomas
    Smith, Andrew
    Daniels, David
    Walden, Daniel
    Cheong, Paul
    Johnston, Ryne
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 250
  • [39] RING EXPANSION OF 2-ETHYNYLTHIACYCLOALKANES VIA SULFONIUM YLIDES BY [2,3]-SIGMATROPIC REARRANGEMENT
    SASHIDA, H
    TSUCHIYA, T
    HETEROCYCLES, 1982, 19 (11) : 2147 - 2150
  • [40] Investigation on Ru(II)-catalyzed reaction of [2,3]-sigmatropic rearrangement of sulfur ylide generated from metal carbene
    Xiao Qing
    Wang Jian-Bo
    ACTA CHIMICA SINICA, 2007, 65 (16) : 1733 - 1735
12345