A cis-fused decalone and a bicyclo[4.3.1]-decanone ring system

被引:0
|
作者
Abboud, KA
Xie, YP
Enholm, EJ
机构
[1] Department of Chemistry, University of Florida, Gainesville, FL 32611-7200
关键词
D O I
10.1107/S0108270196000121
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The crystal structures of (4a alpha,8 alpha,8a alpha)-(+/-)-1-oxoperhydro-8-naphthyl p-bromobenzoate, C17H19BrO3, (2), and (+/-)-endo-5-hydroxy-1-methylbicyclo[4.3.1.]decan-7-one, C11H18O2, (3), were determined in order to ascertain their relative configurations. Compound (2) has two cis-fused six-membered rings which both adopt chair conformations. Compound (3) has a bridged bicyclic ring system consisting of a six- and a seven-membered ring which both adopt chair conformations. Molecules of (3) are linked about inversion centers into dimers by O-H ... O hydrogen bonds [O ... O 2.844 (3) Angstrom] involving the hydroxy and carbonyl groups.
引用
收藏
页码:1829 / 1831
页数:3
相关论文
共 50 条
  • [1] NOVEL SYNTHESIS OF CIS-FUSED 2-OXA-3-DECALONE SYSTEM PRESENT IN VERNOLEPIN
    ZUTTERMAN, F
    DECLERCQ, P
    VANDEWALLE, M
    TETRAHEDRON LETTERS, 1977, (36) : 3191 - 3194
  • [2] AN EFFICIENT AND STEREOCONTROLLED SYNTHESIS OF A CIS-FUSED AND TRANS-FUSED BICYCLO[5.4.0]UNDECANE RING-SYSTEM VIA INTRAMOLECULAR [2+2] PHOTOCYCLOADDITION
    SETO, H
    TSUNODA, S
    IKEDA, H
    FUJIMOTO, Y
    TATSUNO, T
    YOSHIOKA, H
    CHEMICAL & PHARMACEUTICAL BULLETIN, 1985, 33 (06) : 2594 - 2597
  • [3] SOLVOLYSIS OF CIS-FUSED AND TRANS-FUSED BICYCLO[4.2.0]OCTYL 7-TOSYLATES
    WIBERG, KB
    PFEIFFER, JG
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1970, 92 (03) : 553 - +
  • [4] Synthesis of cis-fused pyranopyran and pyranopyridine templates by ring rearrangement metathesis
    Niethe, Alexander
    Blechert, Siegfried
    HETEROCYCLES, 2007, 74 : 803 - 817
  • [5] A cationic driven tandem ring-enlargement-annulation reaction for the rapid assembly of the cis-fused bicyclo[3.2.0]heptane framework
    Witulski, B
    Bergsträsser, U
    Gössmann, M
    TETRAHEDRON, 2000, 56 (27) : 4747 - 4752
  • [6] Synthesis of artificial ladder-shaped polyethers containing a 6/7 cis-fused ring system
    Torikai, Kohei
    Yari, Hiroshi
    Murata, Michio
    Oishi, Tohru
    HETEROCYCLES, 2006, 70 : 161 - +
  • [7] Diastereoselective Reductive Ring Expansion of Spiroketal Dihydropyranones to cis-Fused Bicyclic Ethers
    Zhu, Liangyu
    Song, Liyan
    Tong, Rongbiao
    ORGANIC LETTERS, 2012, 14 (23) : 5892 - 5895
  • [8] Radical cascade reactions of methylenecyclopropane derivatives -: Synthesis of cis-fused bicyclo-3.4.0-nonanes and bicyclo-4.4.0-decanes
    Pike, KG
    Destabel, C
    Anson, M
    Kilburn, JD
    TETRAHEDRON LETTERS, 1998, 39 (32) : 5877 - 5880
  • [9] Synthesis of the cis-fused hexahydroxanthene system via cationic cascade cyclization
    Neighbors, Jeffrey D.
    Topczewski, Joseph J.
    Swenson, Dale C.
    Wiemer, David F.
    TETRAHEDRON LETTERS, 2009, 50 (27) : 3881 - 3884
  • [10] STEREOCHEMISTRY IN BICYCLO[5.4.0] UNDECANE SERIES .4. SYNTHESIS AND CONFIGURATION OF TRANS-FUSED AND CIS-FUSED BICYCLO[5.4.0] 9-UNDECANECARBOXYLIC ACIDS
    GRANGER, R
    CHAPAT, JP
    CRASSOUS, J
    GIRARD, JP
    BULLETIN DE LA SOCIETE CHIMIQUE DE FRANCE, 1973, (02): : 570 - 577