γ-Hydroxy-α,β-acetylenic esters:asymmetric syntheses and applications

被引:0
|
作者
GAO Ge PU Lin Department of ChemistrySichuan UniversityChengdu ChinaDepartment of ChemistryUniversity of VirginiaCharlottesvilleVirginia USA [1 ,2 ,1 ,610064 ,2 ,22904 ,4319 ]
机构
关键词
D O I
暂无
中图分类号
学科分类号
摘要
γ-Hydroxy-α,β-acetylenic esters are versatile synthetic precursors to many organic compounds.This paper reviews the synthesis of chiral γ-hydroxy-α,β-acetylenic esters by asymmetric reduction of γ-oxo-α,β-acetylenic esters,enantioselective addition to aldehydes in the presence of chiral catalysts,and diastereoselective addition to chiral aldehydes.The preparation of racemic γ-hydroxy-α,β-acetylenic esters is also included.Examples are provided for the application of γ-hydroxy-α,β-acetylenic esters in organic synthesis.
引用
收藏
页码:21 / 35
页数:15
相关论文
共 50 条
  • [1] γ-Hydroxy-α,β-acetylenic esters: asymmetric syntheses and applications
    Ge Gao
    Lin Pu
    [J]. Science China Chemistry, 2010, 53 : 21 - 35
  • [2] γ-Hydroxy-α,β-acetylenic esters: asymmetric syntheses and applications
    Gao Ge
    Pu Lin
    [J]. SCIENCE CHINA-CHEMISTRY, 2010, 53 (01) : 21 - 35
  • [3] γ-Hydroxy-α,β-acetylenic esters:asymmetric syntheses and applications
    GAO Ge1 & PU Lin2 1Department of Chemistry
    2Department of Chemistry
    [J]. Science China Chemistry, 2010, (01) : 21 - 35
  • [4] Trading N and O: asymmetric syntheses of β-hydroxy-α-amino acids via α-hydroxy-β-amino esters
    Davies, Stephen G.
    Fletcher, Ai M.
    Frost, Aileen B.
    Lee, James A.
    Roberts, Paul M.
    Thomson, James E.
    [J]. TETRAHEDRON, 2013, 69 (42) : 8885 - 8898
  • [5] Regiospecific hydration of γ-hydroxy-α,β-acetylenic esters:: A novel asymmetric synthesis of tetronic acids
    Rajaram, AR
    Pu, L
    [J]. ORGANIC LETTERS, 2006, 8 (10) : 2019 - 2021
  • [6] Asymmetric Synthesis of γ-Hydroxy-α,β-acetylenic Esters Catalyzed by Oxazolidine-Titanium Complex
    Mao, Jincheng
    Guo, Jun
    [J]. SYNLETT, 2009, (14) : 2295 - 2300
  • [7] Highly enantioselective synthesis of γ-hydroxy-α,β-acetylenic esters by asymmetric alkyne addition to aldehydes
    Gao, G
    Wang, Q
    Yu, XQ
    Xie, RG
    Pu, L
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (01) : 122 - 125
  • [8] A mild method for the preparation of γ-hydroxy-α,β-acetylenic esters
    Shahi, SP
    Koide, K
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (19) : 2525 - 2527
  • [9] Highly enantioselective synthesis of γ-hydroxy-α,β-acetylenic esters catalyzed by a β-sulfonamide alcohol
    Lin, Li
    Jiang, Xianxing
    Liu, Weixia
    Qiu, Li
    Xu, Zhaoqing
    Xu, Jiangke
    Chan, Albert S. C.
    Wang, Rui
    [J]. ORGANIC LETTERS, 2007, 9 (12) : 2329 - 2332
  • [10] Gold(I)-Catalyzed Tandem Alkoxylation/Lactonization of γ-Hydroxy-α,β-Acetylenic Esters
    Ramon, Ruben S.
    Pottier, Christophe
    Gomez-Suarez, Adrian
    Nolan, Steven P.
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2011, 353 (09) : 1575 - 1583