INTRAMOLECULAR OXIDATIVE COUPLING OF AROMATIC-COMPOUNDS .1. OXIDATION OF DIPHENOLIC SUBSTRATES

被引：11

作者：

KRAUSS, AS

TAYLOR, WC

机构：

来源：

AUSTRALIAN JOURNAL OF CHEMISTRY | 1991年 / 44卷 / 09期

关键词：

D O I：

10.1071/CH9911307

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The synthesis of (2RS,3SR)-1-(3,5-dihydroxy-4-methoxyphenyl)-(4-hydroxy-3,5-dimethoxy-phenyl)-2,3-dimethylubtan-1-one (26) is described. Diphenolic oxidative coupling of (26) did not produce a eupodienone-type product. An aryltetralin derivative was formed instead by aryl-benzyl coupling and was further oxidized to the novel oxa spiro dienone (63). The acetoxy compound (71) derived by reduction of the carbonyl group in (26) gave a similar product (72).

引用

收藏

页码：1307 / 1333

页数：27

相关论文

共 51 条

[1] PREPARATION AND SOLVOLYSIS OF DISPIROTETRAENEDIONES [J].

AFZAL, MN ;

ALLBUTT, AD ;

JORDAAN, A ;

KIRBY, GW .

JOURNAL OF THE CHEMICAL SOCIETY D-CHEMICAL COMMUNICATIONS, 1969, (17) :996-&

[2] PARA-QUINONE METHIDE INITIATED INTRAMOLECULAR ELECTROPHILIC SUBSTITUTION-REACTIONS [J].

ANGLE, SR ;

LOUIE, MS ;

MATTSON, HL ;

YANG, WJ .

TETRAHEDRON LETTERS, 1989, 30 (10) :1193-1196

[3] ALKALOID BIOSYNTHESIS .16. COLCHICINE - ORIGIN OF TROPOLONE RING AND STUDIES WITH C6-C3-C6-C1 SYSTEM [J].

BATTERSB.AR ;

FOULKES, DM ;

DOBSON, TA ;

HERBERT, RB .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1972, (14) :1730-&

[4] SYNTHESIS OF (+/-)-DEOXYSCHIZANDRIN [J].

BIFTU, T ;

HAZRA, BG ;

STEVENSON, R .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1979, (09) :2276-2281

[5]

BIRCH AJ, 1978, CHEM LIGNANS, pCH9

[6] CONSTITUENTS OF EUPOMATIA SPECIES .6. THE STRUCTURES OF EUPODIENONE-1, EUPODIENONE-2 AND EUPODIENONE-3 [J].

BOWDEN, BF ;

READ, RW ;

TAYLOR, WC .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1980, 33 (08) :1823-1831

[7] CONSTITUENTS OF EUPOMATIA SPECIES .7. DIENONE-PHENOL AND DIENOL-BENZENE REARRANGEMENTS IN THE EUPODIENONE-1 SERIES [J].

BOWDEN, BF ;

READ, RW ;

TAYLOR, WC .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1981, 34 (04) :799-817

[8]

BUDZIKIEWICZ H, 1967, MASS SPECTROMETRY OR, P118

[9] 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

[10] SYNTHESIS OF AN ISOSTEGANE FROM MATAIRESINOL [J].

CAMBIE, RC ;

DUNLOP, MG ;

RUTLEDGE, PS ;

WOODGATE, PD .

SYNTHETIC COMMUNICATIONS, 1980, 10 (11) :827-831

← 1 2 3 4 5 6 →