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
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
  • [1] Catalytic asymmetric [2,3]-sigmatropic rearrangement of sulfur ylides generated from carbenoids and allenic 2-methylphenyl sulfide
    Zhang, XM
    Ma, M
    Wang, JB
    CHINESE JOURNAL OF CHEMISTRY, 2003, 21 (07) : 878 - 882
  • [2] Catalytic asymmetric [2,3] sigmatropic rearrangement of sulfur ylides generated from carbenoids and propargyl sulfides
    Zhang, XM
    Ma, M
    Wang, JB
    TETRAHEDRON-ASYMMETRY, 2003, 14 (07) : 891 - 895
  • [3] Catalytic asymmetric [2,3]-sigmatropic rearrangement of sulfur ylides generated from copper(I) carbenoids and allyl sulfides
    Zhang, XM
    Qu, ZH
    Ma, ZH
    Shi, WF
    Jin, XL
    Wang, JB
    JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (16): : 5621 - 5625
  • [4] 2,3-sigmatropic rearrangement of sulfonium ylides generated by addition of samarium carbenoids
    Kunishima, M
    Nakata, D
    Goto, C
    Hioki, K
    Tani, S
    SYNLETT, 1998, (12) : 1366 - 1368
  • [5] Catalytic asymmetric trifluoromethylthiolation via enantioselective [2,3]-sigmatropic rearrangement of sulfonium ylides
    Zhang, Zhikun
    Sheng, Zhe
    Yu, Weizhi
    Wu, Guojiao
    Zhang, Rui
    Chu, Wen-Dao
    Zhang, Yan
    Wang, Jianbo
    NATURE CHEMISTRY, 2017, 9 (10) : 970 - 976
  • [6] Catalytic asymmetric trifluoromethylthiolation via enantioselective [2,3]-sigmatropic rearrangement of sulfonium ylides
    Zhikun Zhang
    Zhe Sheng
    Weizhi Yu
    Guojiao Wu
    Rui Zhang
    Wen-Dao Chu
    Yan Zhang
    Jianbo Wang
    Nature Chemistry, 2017, 9 : 970 - 976
  • [7] Asymmetric [2,3]-sigmatropic rearrangement of allylic ammonium ylides
    Blid, J
    Panknin, O
    Somfai, P
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (26) : 9352 - 9353
  • [8] ASYMMETRIC INDUCTION IN THE [2,3] SIGMATROPIC REARRANGEMENT VIA SULFUR YLIDES DERIVED FROM CHIRAL KETENIMINES
    HIROI, K
    SATO, S
    CHEMISTRY LETTERS, 1982, (11) : 1871 - 1874
  • [9] Asymmetric [2,3] sigmatropic rearrangement of chiral allylic selenonium ylides
    Kurose, N
    Takahashi, T
    Koizumi, T
    JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (14): : 4562 - 4563
  • [10] [2,3]-SIGMATROPIC REARRANGEMENT OF SULFUR YLIDES DERIVED FROM TRIMETHYLSILYL SULFONIUM SALTS
    PADWA, A
    GASDASKA, JR
    JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (14): : 2857 - 2858