Highly enantioselective transfer hydrogenation of α,β-unsaturated ketones

被引:350
|
作者
Martin, Nolwenn J. A. [1 ]
List, Benjamin [1 ]
机构
[1] Max Planck Inst Kohlenforsch, D-45470 Mulheim, Ruhr, Germany
关键词
D O I
10.1021/ja065708d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We describe an efficient and highly enantioselective conjugate transfer hydrogenation of α,β-unsaturated ketones that is catalyzed by a salt made from tert-butyl valinate and a recently introduced powerful chiral phosphoric acid catalyst (TRIP). Copyright © 2006 American Chemical Society.
引用
收藏
页码:13368 / 13369
页数:2
相关论文
共 50 条
  • [21] Probing subtle ligand effects in the enantioselective transfer hydrogenation of ketones
    Frost, CG
    Mendonça, P
    TETRAHEDRON-ASYMMETRY, 2000, 11 (09) : 1845 - 1848
  • [22] Highly Enantioselective Transfer Hydrogenation of Prochiral Ketones Using Ru(II)-Chitosan Catalyst in Aqueous Media
    Szollosi, Gyoergy
    Kolcsar, Vanessza Judit
    CHEMCATCHEM, 2019, 11 (02) : 820 - 830
  • [23] Highly enantioselective transfer hydrogenation of aromatic ketones catalyzed by chiral diaminodiphosphine-iridium(I) complexes
    Tang, CL
    Li, YY
    Pan, ED
    Zhang, H
    Zhou, ZH
    Gao, JX
    ACTA CHIMICA SINICA, 2001, 59 (10) : 1831 - 1834
  • [24] Highly Chemo- and Enantioselective Rh-Catalyzed Hydrogenation of β-Sulfonyl-α,β-unsaturated Ketones: Access to Chiral γ-Ketosulfones
    Liu, Gang
    Yin, Congcong
    Yang, Xuanliang
    Li, Anqi
    Wang, Minyan
    Zhang, Xumu
    Dong, Xiu-Qin
    ORGANIC LETTERS, 2021, 23 (01) : 19 - 24
  • [25] Chemoselective Transfer Hydrogenation of α,β-Unsaturated Ketones Catalyzed by Iridium Complexes
    Xia, Yanping
    Ouyang, Lu
    Liao, Jianhua
    Yang, Xiao
    Luo, Renshi
    SYNOPEN, 2021, 05 (01): : 36 - 42
  • [26] Highly enantioselective hydrogenation and transfer hydrogenation of cycloalkyl and heterocyclic ketones catalysed by an iridium complex of a tridentate phosphine-diamine ligand
    Fuentes, Jose A.
    Carpenter, Ian
    Kann, Nina
    Clarke, Matthew L.
    CHEMICAL COMMUNICATIONS, 2013, 49 (87) : 10245 - 10247
  • [27] A Hantzsch Amido Dihydropyridine as a Transfer Hydrogenation Reagent for α,β-Unsaturated Ketones
    Van Arman, Scott A.
    Zimmet, Austin J.
    Murray, Ian E.
    JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (09): : 3528 - 3532
  • [28] Methanol as a hydrogen source: room-temperature highly-selective transfer hydrogenation of α,β-unsaturated ketones
    Garg, Nidhi
    Somasundharam, Hari Prasaad
    Dahiya, Pardeep
    Sundararaju, Basker
    CHEMICAL COMMUNICATIONS, 2022, 58 (71) : 9930 - 9933
  • [29] Highly Enantioselective Organocatalytic Sulfa-Michael Addition to α,β-Unsaturated Ketones
    Rana, Nirmal K.
    Selvakumar, Sermadurai
    Singh, Vinod K.
    JOURNAL OF ORGANIC CHEMISTRY, 2010, 75 (06): : 2089 - 2091
  • [30] Development of highly enantioselective oxazaborolidinone catalysts for the reactions of acyclic α,β-unsaturated ketones
    Harada, Toshiro
    Kusukawa, Takahiro
    SYNLETT, 2007, (12) : 1823 - 1835