Synthesis of the spirocyclic cyclohexadienone ring system of the schiarisanrins

被引:20
作者
Coleman, RS [1 ]
Guernon, JM [1 ]
Roland, JT [1 ]
机构
[1] Ohio State Univ, Dept Chem, Columbus, OH 43210 USA
关键词
D O I
10.1021/ol991238z
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Studies on the synthesis of the spirocyclic cyclohexadienone ring system 2 of the schiarisanrin family of natural products 1 are described and were based on the Lewis acid-promoted C-alkylation of the corresponding phenolic precursor.
引用
收藏
页码:277 / 280
页数:4
相关论文
共 19 条
[1]  
AYRES DC, 1990, LIGNANS CHEM BIOL CL
[2]   A stereoselective intramolecular retro-ene reaction catalysed by aluminium chloride [J].
Bodajla, M ;
Jones, GR ;
Ramsden, CA .
TETRAHEDRON LETTERS, 1997, 38 (14) :2573-2576
[3]   INTRAMOLECULAR OXIDATIVE COUPLING OF AROMATIC-COMPOUNDS .6. AN EFFICIENT SYNTHESIS OF SOME DIBENZOCYCLOOCTENE LIGNANS [J].
CARROLL, AR ;
TAYLOR, WC .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1994, 47 (05) :937-941
[4]   ARYL PARTICIPATED CYCLIZATIONS INVOLVING INDANE DERIVATIVES - A TOTAL SYNTHESIS OF (+/-)-ISOLONGIFOLENE [J].
DAS, S ;
KARPHA, TK ;
GHOSAL, M ;
MUKHERJEE, D .
TETRAHEDRON LETTERS, 1992, 33 (09) :1229-1232
[5]   RUTHENIUM DIOXIDE IN FLUORO ACID-MEDIUM .5. APPLICATION TO THE NON PHENOLIC OXIDATIVE COUPLING OF DIARYLBUTANES - CONFORMATIONAL STUDIES OF CIS AND TRANS DEOXYSCHIZANDRINS [J].
DHAL, R ;
LANDAIS, Y ;
LEBRUN, A ;
LENAIN, V ;
ROBIN, JP .
TETRAHEDRON, 1994, 50 (04) :1153-1164
[6]   Electrophilic aromatic thallation of phenol ethers: An improved experimental procedure [J].
dosSantos, ML ;
deMagalhaes, GC ;
Braz Filho, R .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1996, 526 (01) :15-19
[7]   SYNTHESIS AND EVALUATION OF THE ANTI-OVULATORY ACTIVITY OF A VARIETY OF MELATONIN ANALOGS [J].
FLAUGH, ME ;
CROWELL, TA ;
CLEMENS, JA ;
SAWYER, BD .
JOURNAL OF MEDICINAL CHEMISTRY, 1979, 22 (01) :63-69
[8]   New carbon radical chemistry as a model for the biogenesis of the interiorin/kadsulignan type of dibenzocyclooctadiene lignan [J].
Green, SP ;
Whiting, DA .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (02) :193-201
[9]   Oxidative coupling of 2-naphthols catalysed by Cu-exchanged montmorillonite [J].
Kantam, ML ;
Santhi, PL .
SYNTHETIC COMMUNICATIONS, 1996, 26 (16) :3075-3079
[10]  
KATAYAMA S, 1993, CHEM PHARM BULL, V41, P439