SYNTHESIS OF A NOVEL SPIROCYCLIC LACTONE IN A POTENTIAL ROUTE TO SQUALESTATIN-1

被引:13
作者
ABDELRAHMAN, H
ADAMS, JP
BOYES, AL
KELLY, MJ
LAMONT, RB
MANSFIELD, DJ
PROCOPIOU, PA
ROBERTS, SM
SLEE, DH
WATSON, NS
机构
[1] GLAXO RES & DEV LTD,DEPT STRUCT CHEM,GREENFORD UB6 0HE,MIDDX,ENGLAND
[2] GLAXO RES & DEV LTD,DEPT MED CHEM 1,GREENFORD UB6 0HE,MIDDX,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1994年 / 10期
关键词
D O I
10.1039/p19940001259
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The isomeric butenolides 1 and 2 have been converted into the spiro-lactone derivative 20 via sequential ring contraction-rearrangement processes. X-Ray crystal data have been obtained on compound 12b.
引用
收藏
页码:1259 / 1261
页数:3
相关论文
共 14 条
  • [1] SYNTHESIS OF THE BICYCLIC CORE STRUCTURE OF SQUALESTATIN-1
    ABDELRAHMAN, H
    ADAMS, JP
    BOYES, AL
    KELLY, MJ
    MANSFIELD, DJ
    PROCOPIOU, PA
    ROBERTS, SM
    SLEE, DH
    SIDEBOTTOM, PJ
    SIK, V
    WATSON, NS
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (24) : 1841 - 1843
  • [2] A SYNTHETIC APPROACH TO SQUALESTATIN-1
    ABDELRAHMAN, H
    ADAMS, JP
    BOYES, AL
    KELLY, MJ
    MANSFIELD, DJ
    PROCOPIOU, PA
    ROBERTS, SM
    SLEE, DH
    WATSON, NS
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (24) : 1839 - 1841
  • [3] THE FIRST SYNTHESIS OF THE NOVEL 2,8-DIOXABICYCLO[3.2.1]OCTANE RING-SYSTEM - A KEY FEATURE OF THE SQUALESTATINS
    AGGARWAL, VK
    WANG, MF
    ZAPARUCHA, A
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (01) : 87 - 88
  • [4] STUDIES ON VITAMIN-D (CALCIFEROL) AND ITS ANALOGS .38. [1,7]-SIGMATROPIC HYDROGEN SHIFTS OF A-NORVITAMIN-D ANALOGS - RING SIZE AND SUBSTITUENT EFFECTS ON THE PREVITAMIN-D VITAMIN-D EQUILIBRIUM
    ENAS, JD
    SHEN, GY
    OKAMURA, WH
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (10) : 3873 - 3881
  • [5] SEMISYNTHETIC SQUALESTATINS - SQUALENE SYNTHASE INHIBITION AND ANTIFUNGAL ACTIVITY - THE SAR OF C6 AND C7 MODIFICATIONS
    GIBLIN, GMP
    BELL, R
    HANCOCK, AP
    HARTLEY, CD
    INGLIS, GGA
    PAYNE, JJ
    PROCOPIOU, PA
    SHINGLER, AH
    SMITH, C
    SPOONER, SJ
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1993, 3 (12) : 2605 - 2610
  • [6] Griffith W. P., 1990, ALDRICHIM ACTA, V23, P13
  • [7] PREPARATION AND USE OF TETRA-NORMAL-BUTYLAMMONIUM PER-RUTHENATE (TBAP REAGENT) AND TETRA-NORMAL-PROPYLAMMONIUM PER-RUTHENATE (TPAP REAGENT) AS NEW CATALYTIC OXIDANTS FOR ALCOHOLS
    GRIFFITH, WP
    LEY, SV
    WHITCOMBE, GP
    WHITE, AD
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (21) : 1625 - 1627
  • [8] MILD, RAPID AND SELECTIVE DEPROTECTION OF ACETYLATED CARBOHYDRATES AND PHENOLS WITH GUANIDINE
    KUNESCH, N
    MIET, C
    POISSON, J
    [J]. TETRAHEDRON LETTERS, 1987, 28 (31) : 3569 - 3572
  • [9] KWONG HL, 1990, TETRAHEDRON LETT, V31, P2999
  • [10] SYNTHETIC STUDIES TOWARDS THE SQUALESTATINS AND ZARAGOZIC ACIDS
    MCVINISH, LM
    RIZZACASA, MA
    [J]. TETRAHEDRON LETTERS, 1994, 35 (06) : 923 - 926