ASYMMETRIC CARBOALKOXYALKYLIDENATION WITH A CHIRAL HORNER-WADSWORTH-EMMONS REAGENT

被引：59
|
作者：
DENMARK, SE
RIVERA, I
机构：
[1] Roger Adams Laboratory, Department of Chemistry, University of Illinois, Urbana
来源：
JOURNAL OF ORGANIC CHEMISTRY | 1994年 / 59卷 / 23期
关键词：
D O I：
10.1021/jo00102a005
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The asymmetric carboalkoxyalkylidenation of 4-substituted cyclohexanones was effected by the use of chirally modified Horner-Wadsworth-Emmons (HWE) reagents in good yields (78-82%) as well as high levels of enantioselectivity (78-86% ee).
引用
收藏
页码：6887 / 6889
页数：3
相关论文
共 50 条
  • [41] Synthesis of allenes by double Horner-Wadsworth-Emmons reaction.
    Nagaoka, Y
    Inoue, H
    Uesato, S
    Tomioka, K
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2002, 224 : U228 - U228
  • [42] Investigation of the Horner-Wadsworth-Emmons reaction for the preparation of a conjugated polymer
    Franks, Benjamin A.
    Bonvallet, Paul A.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 233 : 533 - 533
  • [43] DIFFERENTIATION OF ENANTIOTOPIC CARBONYL GROUPS BY THE HORNER-WADSWORTH-EMMONS REACTION
    TANAKA, K
    OHTA, Y
    FUJI, K
    TAGA, T
    TETRAHEDRON LETTERS, 1993, 34 (25) : 4071 - 4074
  • [44] Enantioselective Mannich reaction of a highly reactive Horner-Wadsworth-Emmons reagent with imines catalyzed by a bifunctional thiourea
    Zhao, Depeng
    Yang, Dongxu
    Wang, Yijie
    Wang, Yuan
    Wang, Linqing
    Mao, Lijuan
    Wang, Rui
    CHEMICAL SCIENCE, 2011, 2 (10) : 1918 - 1921
  • [45] Asymmetric Horner-Wadsworth-Emmons reactions with meso-dialdehydes:: Scope, mechanism, and synthetic applications
    Rein, T
    Vares, L
    Kawasaki, I
    Pedersen, TM
    Norrby, PO
    Brandt, P
    Tanner, D
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1999, 144 : 169 - 172
  • [46] Catalytic asymmetric Horner-Wadsworth-Emmons reaction under phase-transfer-catalyzed conditions
    Arai, S
    Hamaguchi, S
    Shioiri, T
    TETRAHEDRON LETTERS, 1998, 39 (19) : 2997 - 3000
  • [47] Preparation of α,β-Unsaturated Diazoketones Employing a Horner-Wadsworth-Emmons Reagent (vol 76, pg 289, 2011)
    Pinho, Vagner D.
    Burtoloso, Antonio C. B.
    JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (16): : 6979 - 6979
  • [48] Synthesis of 3-alkylideneisoindolinones and isoindolones by a Horner-Wadsworth-Emmons reaction
    Angel Reyes-Gonzalez, Miguel
    Zamudio-Medina, Angel
    Abelardo Ramirez-Marroquin, Oscar
    Ordonez, Mario
    MONATSHEFTE FUR CHEMIE, 2014, 145 (06): : 1001 - 1007
  • [49] Hydrophilic Conjugated Polymers Prepared by Aqueous Horner-Wadsworth-Emmons Coupling
    Page, Zachariah A.
    Liu, Yao
    Puodziukynaite, Egle
    Russell, Thomas P.
    Emrick, Todd
    MACROMOLECULES, 2016, 49 (07) : 2526 - 2532
  • [50] Macrocycle synthesis on solid supports using the Horner-Wadsworth-Emmons reaction
    Johnson, CR
    Zhang, BR
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1996, 211 : 125 - ORGN
12345