INTRAMOLECULAR OXIDATIVE COUPLING OF AROMATIC-COMPOUNDS .3. MONOPHENOLIC SUBSTRATES

被引:6
作者
KRAUSS, AS
TAYLOR, WC
机构
关键词
D O I
10.1071/CH9920925
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The synthesis of (2RS,3SR)-4-(4-hydroxy-3,5-dimethoxyphenyl)-2,3-dimethyl-1-(3,4,5-trimethoxyphenyl)butan-1-one (9) is described. Monophenolic oxidative coupling of (9) did not give any useful result. Oxidation of the derived acetoxy compound (18) by chemical and electrochemical methods gave aryltetralin derivatives through aryl-benzyl coupling.
引用
收藏
页码:925 / 933
页数:9
相关论文
共 10 条
[1]   SYNTHESIS OF (+/-)-DEOXYSCHIZANDRIN [J].
BIFTU, T ;
HAZRA, BG ;
STEVENSON, R .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1979, (09) :2276-2281
[2]   OXIDATIVE COUPLING OF LIGNANS .4. MONOPHENOLIC OXIDATIVE COUPLING [J].
BURDEN, JK ;
CAMBIE, RC ;
CRAW, PA ;
RUTLEDGE, PS ;
WOODGATE, PD .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1988, 41 (06) :919-933
[3]   TOTAL SYNTHESIS OF (+/-)-STEGANACIN [J].
KENDE, AS ;
LIEBESKIND, LS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (01) :267-268
[4]   PRODUCT CONTROL IN OXIDATIVE ARYL-BENZYL COUPLING OF A PHENOLIC 1,4-DIARYLBUTANE [J].
KENDE, AS ;
RUTLEDGE, PS .
SYNTHETIC COMMUNICATIONS, 1978, 8 (04) :245-250
[5]   INTRAMOLECULAR OXIDATIVE COUPLING OF AROMATIC-COMPOUNDS .1. OXIDATION OF DIPHENOLIC SUBSTRATES [J].
KRAUSS, AS ;
TAYLOR, WC .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1991, 44 (09) :1307-1333
[7]   ANODIC-OXIDATION OF PHENOLIC COMPOUNDS .4. SCOPE AND MECHANISM OF ANODIC INTRAMOLECULAR COUPLING OF PHENOLIC DIARYLALKANES [J].
PALMQUIST, U ;
NILSSON, A ;
PARKER, VD ;
RONLAN, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (09) :2571-2580
[8]   OXIDATIVE DIMERIZATIONS OF (E)-ISOEUGENOL AND (Z)-ISOEUGENOL (2-METHOXY-4-PROPENYLPHENOL) AND (E)-ISOEUGENOL AND (Z)-2,6-DIMETHOXY-4-PROPENYLPHENOL [J].
SARKANEN, KV ;
WALLIS, AFA .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1973, (17) :1869-1878
[9]   INTRAMOLECULAR OXIDATIVE COUPLING OF DIPHENOLIC, MONOPHENOLIC, AND NONPHENOLIC SUBSTRATES [J].
SCHWARTZ, MA ;
ROSE, BF ;
HOLTON, RA ;
SCOTT, SW ;
VISHNUVAJJALA, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (08) :2571-2578
[10]  
TOMIOKA K, 1977, CHEM PHARM BULL, V25, P2681