ADAMANTANOID DIENONES FROM INTRA-MOLECULAR AR16-PARTICIPATION

被引:5
作者
ATKINSON, RS
MILLER, JE
机构
[1] Department of Chemistry, University of Leicester
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1979年 / 12期
关键词
D O I
10.1039/p19790003017
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Heating the phenolic iodide (14) with potassium t-butoxide and t-butyl alcohol in a sealed tube gave the phenolic dienone (6) or the adamantanoid dienone (18a) depending on the quantity of potassium t-butoxide used. Treatment of (18a) with DDQ gives the adamantanoid bis-dienone (17), which fails to undergo the dienone-phenol rearrangement in the presence of trifluoracetic acid.
引用
收藏
页码:3017 / 3021
页数:5
相关论文
共 6 条
  • [1] ATKINSON R, UNPUBLISHED
  • [2] ATKINSON RS, 1977, TETRAHEDRON LETT, P649
  • [3] KRAPCHO AP, 1973, TETRAHEDRON LETT, P957
  • [4] KRAPCHO AP, 1974, SYNTHESIS-STUTTGART, P383
  • [5] REXEL W, 1960, HELV CHIM ACTA, V52, P1354
  • [6] AR1-5 AND AR2-6 ARYL PARTICIPATION IN IONIC AND FREE RADICAL PROCESSES
    WINSTEIN, S
    HECK, R
    LAPPORTE, S
    BAIRD, R
    [J]. EXPERIENTIA, 1956, 12 (04): : 138 - 141