PREPARATION OF CYCLOHEXANE-1,3-DIONE HERBICIDE PRECURSORS BY BIRCH REDUCTION OF 3,5-DIMETHOXYPHENYL-SUBSTITUTED SILANE DERIVATIVES

被引:3
作者
ALI, AS [1 ]
LIEPA, AJ [1 ]
THOMAS, MD [1 ]
WILKIE, JS [1 ]
WINZENBERG, KN [1 ]
机构
[1] CSIRO,DIV CHEM & POLYMERS,PRIVATE BAG 10,ROSEBANK MDC,CLAYTON,VIC 3169,AUSTRALIA
关键词
D O I
10.1071/CH9941205
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Birch reduction of the silane derivatives (3a-d), prepared from Grignard cross-coupling reactions, afforded the cyclohexane-1,3-dione derivatives (5a-d) after acid hydrolysis. Compounds (5a-d) are precursors to silicon-containing herbicides of the general structure (8).
引用
收藏
页码:1205 / 1210
页数:6
相关论文
共 12 条
[1]  
AKHREM AA, 1978, SYNTHESIS-STUTTGART, P925
[2]  
BIRCH AJ, 1976, TETRAHEDRON LETT, P2079
[3]  
CALAS R, 1985, C R ACAD SCI 2, P1289
[4]   BORON-TRICHLORIDE AS A SELECTIVE DEMETHYLATING AGENT FOR HINDERED ETHERS - A SYNTHESIS OF THE PHYTOALEXINS ALPHA-PYRUFURAN AND BETA-PYRUFURAN, A SYNTHESIS OF TRI-O-METHYLLEPROLOMIN AND ITS DEMETHYLATION [J].
CARVALHO, CF ;
RUSSO, AV ;
SARGENT, MV .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1985, 38 (05) :777-792
[5]   1,2-DISUBSTITUTED ETHANES AS POSSIBLE PRECURSORS FOR THE SYNTHESIS OF CANNABIS SPIRANS [J].
CROMBIE, L ;
CROMBIE, WML ;
JAMIESON, SV ;
TUCHINDA, P ;
WHITAKER, AJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1982, (07) :1485-1491
[6]   STUDIES ON REDUCTIVE ALKYLATION - A HIGHLY EFFICIENT SYNTHESIS OF THE PHYTOALEXIN ORCHINOL [J].
GUNTER, MJ ;
MANDER, LN .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1981, 34 (03) :675-678
[7]   BENZYLOXYAMINES AS POSSIBLE INHIBITORS OF HISTAMINE BIOSYNTHESIS [J].
HAMOR, GH ;
BRESLOW, DM ;
FISCH, GW .
JOURNAL OF PHARMACEUTICAL SCIENCES, 1970, 59 (12) :1752-&
[8]   RECENT DEVELOPMENTS IN THE BIRCH REDUCTION OF AROMATIC-COMPOUNDS - APPLICATIONS TO THE SYNTHESIS OF NATURAL-PRODUCTS [J].
HOOK, JM ;
MANDER, LN .
NATURAL PRODUCT REPORTS, 1986, 3 (01) :35-85
[9]   PREPARATION OF SOME 1-ALKYL-4-[1-(ETHOXYIMINO)BUTYL]-3-HYDROXY-5-OXOCYCLOHEX-3-ENE-1-CARBOXYLIC ACID ESTER AND AMIDE HERBICIDES BY REDUCTIVE ALKYLATION OF 3,5-DIMETHOXYBENZOIC ACID [J].
LIEPA, AJ ;
WILKIE, JS ;
WINZENBERG, KN .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1989, 42 (08) :1217-1225
[10]   PREPARATION OF BICYCLIC HERBICIDE PRECURSORS BY INTRAMOLECULAR STORK-DANHEISER KINETIC ALKYLATION REACTIONS OF METHYL 1-(HALOALKYL)-3-METHOXY-5-OXOCYCLOHEX-3-ENE-1-CARBOXYLATE DERIVATIVES [J].
LIEPA, AJ ;
WILKIE, JS ;
WINKLER, DA ;
WINZENBERG, KN .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1992, 45 (04) :759-767