Approaches to 2-substituted chroman-4-ones: synthesis of (-)-pinostrobin

被引：39
|
作者：
Hodgetts, KJ [1 ]
机构：
[1] Natl Univ Ireland Univ Coll Dublin, Dept Chem, Dublin 4, Ireland
来源：
TETRAHEDRON LETTERS | 2001年 / 42卷 / 22期
关键词：
D O I：
10.1016/S0040-4039(01)00567-6
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Two approaches to optically active 2-substituted chroman-4-ones are described. The first utilized the oxidation of a preformed chroman ring and the second an intramolecular Mitsunobu cyclization. The methodology was applied to the synthesis of the biologically active natural product (-)-pinostrobin (18). (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：3763 / 3766
页数：4
相关论文
共 50 条
  • [31] Synthesis of quinol-4-ones and chroman-4-ones via a palladium-catalysed cascade carbonylation-allene insertion
    Grigg, R
    Liu, A
    Shaw, D
    Suganthan, S
    Woodall, DE
    Yoganathan, G
    TETRAHEDRON LETTERS, 2000, 41 (36) : 7125 - 7128
  • [32] 2-Alkoxy-3-(sulfonylarylaminomethylene)-chroman-4-ones as potent and selective inhibitors of ectonucleotidases
    al-Rashida, Mariya
    Batool, Gazala
    Sattar, Almas
    Ejaz, Syeda Abida
    Khan, Samiullah
    Lecka, Joanna
    Sevigny, Jean
    Hameed, Abdul
    Iqbal, Jamshed
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2016, 115 : 484 - 494
  • [33] THE SYNTHESIS OF 2-SUBSTITUTED THIAN-4-ONES USING ORGANOCUPRATES
    BATTEN, RJ
    COYLE, JD
    TAYLOR, RJK
    SYNTHESIS-STUTTGART, 1980, (11): : 910 - 911
  • [34] SYNTHESIS OF SOME NEW 2-SUBSTITUTED THIAZOLID-4-ONES
    YOUNES, MI
    ELZOHRY, MF
    METWALLY, SA
    ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 1986, 41 (01): : 134 - 135
  • [35] A facile synthesis of chroman-4-ones and 2,3-dihydroquinolin-4-ones with quaternary carbon using intramolecular Stetter reaction catalyzed by thiazolium salt
    Nakamura, T
    Hara, O
    Tamura, T
    Makino, K
    Hamada, Y
    SYNLETT, 2005, (01) : 155 - 157
  • [36] Straightforward synthesis of functionalized chroman-4-ones through cascade radical cyclization-coupling of 2-(allyloxy)arylaldehydes
    Zhao, Jingjing
    Li, Pan
    Li, Xinjian
    Xia, Chungu
    Li, Fuwei
    CHEMICAL COMMUNICATIONS, 2016, 52 (18) : 3661 - 3664
  • [37] A CONVENIENT SYNTHESIS OF 2-SUBSTITUTED AND 2,3-SUBSTITUTED 4H-CHROMEN-4-ONES
    HIRAO, I
    YAMAGUCHI, M
    HAMADA, M
    SYNTHESIS-STUTTGART, 1984, (12): : 1076 - 1078
  • [38] Synthesis of 2-substituted 3-iodo-4H-chromen-4-ones
    Myannik, K. A.
    Yarovenko, V. N.
    Krayushkin, M. M.
    Levchenko, K. S.
    RUSSIAN CHEMICAL BULLETIN, 2014, 63 (02) : 543 - 545
  • [39] Synthesis of 2-substituted 3-iodo-4H-chromen-4-ones
    K. A. Myannik
    V. N. Yarovenko
    M. M. Krayushkin
    K. S. Levchenko
    Russian Chemical Bulletin, 2014, 63 : 543 - 545
  • [40] Synthesis and biological activity of some 2-substituted quinazolin-4-ones
    Spirková, K
    Stankovsky, S
    Mrvová, A
    Cipák, L
    CHEMICAL PAPERS, 1999, 53 (04) : 272 - 275
12345