A facile synthesis of 5,6-dihydro-5-hydroxy-2(1H)-pyridone

被引:8
|
作者
Upadhyay, Puspesh K. [1 ]
Prasad, Rajendra [1 ]
Pandey, Menaka [1 ]
Kumar, Pradeep [1 ]
机构
[1] Natl Chem Lab, Div Organ Chem, Pune 411008, Maharashtra, India
关键词
Horner-Emmons olefination; Pyridone; L-serine; Z-selectivity; Alkaloids; DIELS-ALDER REACTIONS; PEPTIDE BACKBONE GEOMETRY; SIDE-CHAIN FUNCTIONALITY; STEREOSELECTIVE-SYNTHESIS; ASYMMETRIC-SYNTHESIS; UNSATURATED ESTERS; ACID; EFFICIENT; 2-PIPERIDONES; ENANTIOMERS;
D O I
10.1016/j.tetlet.2009.03.026
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A short synthesis of 5,6-dihydro-5-hydroxy-2(1H)-pyridone was achieved from L-serine employing Horner-Emmons olefination as the key step. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2440 / 2442
页数:3
相关论文
共 50 条
  • [21] REDUCTIVE CLEAVAGE OF 5,6-DIHYDRO-2H-PYRAN DERIVATIVES - FACILE SYNTHESIS OF CIS-3-HEXENOL
    KOBAYASHI, T
    TSURUTA, H
    SYNTHESIS-STUTTGART, 1980, (06): : 492 - 493
  • [22] Microwave-assisted synthesis of coumarin-based 5,6-dihydro pyrimidin-2(1H)-one derivatives
    Aderohunmu, Damilola V.
    Ajani, Olayinka O.
    Oduselu, Gbolahan O.
    Adebiyi, Ezekiel F.
    3RD INTERNATIONAL CONFERENCE ON SCIENCE AND SUSTAINABLE DEVELOPMENT (ICSSD 2019): SCIENCE, TECHNOLOGY AND RESEARCH: KEYS TO SUSTAINABLE DEVELOPMENT, 2019, 1299
  • [23] CYCLIZATION OF ALLENIC ALCOHOLS - SYNTHESIS OF 5,6-DIHYDRO-2H-PYRANS
    GRIMALDI, J
    CORMONS, A
    COMPTES RENDUS HEBDOMADAIRES DES SEANCES DE L ACADEMIE DES SCIENCES SERIE C, 1979, 289 (14): : 373 - 375
  • [24] TRANSFORMATIONS OF 5-HYDROXY-5,6-DIHYDRO-4H-1,2,5-OXADIAZINES
    VOLODARS.LB
    BERMAN, LS
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1970, (09): : 1264 - &
  • [25] STRUCTURE OF 5,6-DIHYDRO-2H-PYRAN
    KRAJEWSKI, JW
    URBANCZYKLIPKOWSKA, Z
    GLUZINSKI, P
    ACTA CRYSTALLOGRAPHICA SECTION A, 1978, 34 : S85 - S85
  • [26] Synthesis of polyhydroxyindolizidines from 5,6-dihydro-2H-pyran-2-one
    Socha, D
    Jurczak, M
    Chmielewski, M
    CARBOHYDRATE RESEARCH, 2001, 336 (04) : 315 - 318
  • [27] SYNTHESIS OF 1-(2-DEOXY-BETA-D-RIBOFURANOSYL)-5,6-DIHYDRO-5-METHYL-S-TRIAZINE-2,4(1H,3H)-DIONE
    SKULNICK, H
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1976, 172 (SEP3): : 43 - 43
  • [28] Synthesis of 5,6-dihydro-4-hydroxy-2-pyrones via formal cycloaddition reactions
    Liu, K
    Xu, LB
    TETRAHEDRON LETTERS, 2000, 41 (18) : 3299 - 3302
  • [29] REGIOSPECIFIC SYNTHESIS OF 5-HYDROXY-2H, 5-HYDROXY-2H-1-BENZOPYRAN
    BOX, VGS
    BURKE, BA
    MCCAW, C
    HETEROCYCLES, 1979, 12 (04) : 451 - 452
  • [30] Synthesis and antitumor activity of 5,6-dihydro-17-hydroxy icogenin analogs
    Guan, Yu-yao
    Zheng, Dan
    Yan, Zheng
    Wang, Nan
    Lei, Ping-sheng
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2012, 51 : 200 - 205