One-pot SmI2-promoted transformation of carbohydrate derivatives into cyclopentanols

被引:0
|
作者
Grove, JJC [1 ]
Holzapfel, CW [1 ]
Williams, DBG [1 ]
机构
[1] RAND AFRIKAANS UNIV,DEPT CHEM & BIOCHEM,ZA-2006 AUCKLAND PARK,SOUTH AFRICA
关键词
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Selectively functionalised carbohydrate derivatives underwent SmI2-promoted Grob-fragmentation reactions. This was followed by an in situ, stereocontrolled SmI2-mediated cyclisation to afford the corresponding cyclopentanols. Copyright (C) 1996 Published by Elsevier Science Ltd
引用
收藏
页码:5817 / 5820
页数:4
相关论文
共 50 条
  • [21] Studies on the SmI2-promoted pinacol-type cyclization:: Synthesis of the hexahydroazepine ring of balanol
    Riber, D
    Hazell, R
    Skrydstrup, T
    JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (17): : 5382 - 5390
  • [22] ONE-POT SYNTHESIS OF 2-SPIROTHIAZOLIDIN-4-ONE DERIVATIVES
    ELZOHRY, MF
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1992, 24 (01) : 81 - 83
  • [23] One-pot synthesis of imidazopyridine derivatives
    Parenty, Alexis D. C.
    Cronin, Leroy
    SYNTHESIS-STUTTGART, 2008, (09): : 1479 - 1485
  • [24] Formal synthesis of (-)-oleocanthal by means of a SmI2-promoted intramolecular coupling of bromoalkyne with α,β-unsaturated ester
    Takahashi, Kazunori
    Morita, Hiroshi
    Honda, Toshio
    TETRAHEDRON LETTERS, 2012, 53 (26) : 3342 - 3345
  • [25] SMI2-PROMOTED DEACETOXYLATION OF O-ACETYLSUGAR LACTONES - AN EASY ACCESS TO DEOXYSUGAR LACTONES
    INANAGA, J
    KATSUKI, J
    YAMAGUCHI, M
    CHEMISTRY LETTERS, 1991, (06) : 1025 - 1026
  • [26] One-pot synthesis of coumarin derivatives
    Ye, Fang-Fang
    Gao, Jian-Rong
    Sheng, Wei-Jian
    Jia, Jian-Hong
    DYES AND PIGMENTS, 2008, 77 (03) : 556 - 558
  • [27] SmI2-Promoted Reformatsky-Type Reaction and Acylation of Alkyl 1-Chlorocyclopropanecarboxylates
    Nagano, Takao
    Motoyoshiya, Jiro
    Kakehi, Akikazu
    Nishii, Yoshinori
    ORGANIC LETTERS, 2008, 10 (23) : 5453 - 5456
  • [28] An efficient synthetic approach to the aromatic sesquiterpenoids via a SmI2-promoted construction of quaternary centre
    Xue, ZZ
    Yan, XJ
    Yong, QT
    JOURNAL OF CHEMICAL RESEARCH, 2003, (02) : 54 - 55
  • [29] Ultrasound-promoted One-pot Synthesis of 2-Thioxo-dihydropyrimidine Derivatives Bearing Piperidinylamide Moiety
    Chen, Bao-Hua
    Li, Ji-Tai
    Lan, Rui-Jia
    Chen, Guo-Feng
    LETTERS IN ORGANIC CHEMISTRY, 2014, 11 (09) : 643 - 650
  • [30] Construction of 8-Membered Ring Skeleton of Vinigrol via SmI2-Promoted Barbier Coupling
    Kito, M.
    Sakai, T.
    Shirahama, H.
    Miyashita, M.
    Synlett, (02):