THE SYNTHESIS OF 5-HYDROXY CHROMENES

被引:13
作者
APSIMON, JW [1 ]
HERMAN, LW [1 ]
HUBER, C [1 ]
机构
[1] NATL RES COUNCIL CANADA, DIV BIOL SCI, OTTAWA K1A 0R6, ONTARIO, CANADA
关键词
D O I
10.1139/v85-430
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The synthesis of 2,2-dimethyl-5-hydroxychromenc (1d) is described. The synthesis of the analogous 5,7-dihydroxy derivatives, using similar conditions, yields the adduct 9 derived via a Bucherer type reaction, X-ray analysis of 9 demonstrated that a pyrrolidine group was in the 7-postion, and that the 5-hydroxyl group was involved in a strong intramolecular hydrogen bond to the 4-keto oxygen atom.
引用
收藏
页码:2589 / 2596
页数:8
相关论文
共 51 条
  • [1] THE STRUCTURE OF SODIUM 1-PYRROLIDINECARBODITHIOATE DIHYDRATE AT 295, 150 AND 27 K - A STUDY OF CONFORMATIONAL REORIENTATION
    ALBERTSSON, J
    OSKARSSON, A
    STAHL, K
    SVENSSON, C
    YMEN, I
    [J]. ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1980, 36 (DEC): : 3072 - 3078
  • [2] AGERATOCHROMENE, A HETEROCYCLIC COMPOUND FROM THE ESSENTIAL OILS OF SOME AGERATUM SPECIES
    ALERTSEN, AR
    [J]. ACTA CHEMICA SCANDINAVICA, 1955, 9 (10): : 1725 - 1726
  • [3] AMIN GC, 1955, ORG SYNTH, V3, P280
  • [4] [Anonymous], TETRAHEDRON LETT
  • [5] [Anonymous], 1974, INT TABLES XRAY CRYS, VIV
  • [6] 3-HYDROXY-3-METHYL-1,1-DIMETHOXYBUTANE, A NEW REAGENT FOR DIMETHYL-CHROMENYLATION - SYNTHESIS OF LONCHOCARPIN, JACAREUBIN, EVODIONOL METHYL ETHER, AND OTHER CHROMENS
    BANDARANAYAKE, WM
    CROMBIE, L
    WHITING, DA
    [J]. JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1971, (04): : 811 - +
  • [7] BONGINI A, 1979, TETRAHEDRON LETT, V27, P2545
  • [8] DISCOVERY OF INSECT ANTI-JUVENILE HORMONES IN PLANTS
    BOWERS, WS
    OHTA, T
    CLEERE, JS
    MARSELLA, PA
    [J]. SCIENCE, 1976, 193 (4253) : 542 - 547
  • [9] BOWERS WS, 1978, PESTIC BIOCH PHYSL, V9, P300
  • [10] BOWERS WS, 1971, B ENVIRON CONTAM TOX, V22, P586