POLYFUNCTIONAL BICYCLO[6.3.0]UNDECANE INTERMEDIATES

被引:7
作者
CHORLTON, AP [1 ]
MORRIS, GA [1 ]
SUTHERLAND, JK [1 ]
机构
[1] VICTORIA UNIV MANCHESTER,DEPT CHEM,MANCHESTER M13 9PL,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 05期
关键词
D O I
10.1039/p19910001205
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
On thermolysis, 2-hydroxy-1-isopropyl-2-vinylbicyclo[4.3.0]non-6-en-8-one 18 undergoes oxy-Cope rearrangement followed by an 'ene' reaction to give 5-hydroxy-11-isopropyl-8-methyltricyclo[6.3.0.0(1,5)]undec-10-ene-9-one 21, which is cleaved by Pb(OAc)4-I2 to 11-isopropyl-8-methylbicyclo[6.3.0]undeca-1,10-diene-5,9-dione 23. Aspects of the chemistry of the dione are explored.
引用
收藏
页码:1205 / 1210
页数:6
相关论文
共 14 条
[11]  
SWAMINATHAN S, 1984, TETRAHEDRON LETT, P5825
[12]   AN ENANTIODIRECTED CYCLOPENTENONE ANNULATION - SYNTHESIS OF A USEFUL BUILDING BLOCK FOR CONDENSED CYCLOPENTANOID NATURAL-PRODUCTS [J].
TROST, BM ;
CURRAN, DP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (17) :5699-5700
[13]  
TSUJI J, 1976, TETRAHEDRON LETT, P2975
[14]  
YOSHIKOSHI A, 1977, J ORG CHEM, V42, P2779