ALKYLATIONS OF ALPHA-METHYL SUBSTITUTED BETA-DIKETONES THROUGH THEIR CU(II) COMPLEXES - PREPARATION OF STERICALLY CONGESTED BETA-DIKETONES

被引:16
作者
LLORIS, ME [1 ]
MARQUET, J [1 ]
MORENOMANAS, M [1 ]
机构
[1] UNIV AUTONOMA BARCELONA,DEPT CHEM,E-08193 BARCELONA,SPAIN
关键词
D O I
10.1016/S0040-4039(00)88524-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The copper(II) complexes of 3-methylpentane-2,4-dione and 2-methyl-1-phenybutane-1, 3-dione are good substrates for C-alkylation with several alkyl bromides including 1-bromoadamantane and 9-bromofluorene. Sterically congested beta-diketones have been prepared.
引用
收藏
页码:7489 / 7492
页数:4
相关论文
共 17 条
[1]  
BOYA M, 1979, AN QUIM, V75, P920
[2]  
BOYA M, 1975, TETRAHEDRON LETT, P1727
[3]   COPPER AND COBALT MEDIATED REGIOSELECTIVE ALKYLATION OF POLYKETIDE MODELS - METHYL 3,5-DIOXOHEXANOATE AND TRIACETIC ACID LACTONE [J].
CERVELLO, J ;
MARQUET, J ;
MORENOMANAS, M .
TETRAHEDRON, 1990, 46 (06) :2035-2046
[4]   METAL-COMPLEXES IN ORGANIC-SYNTHESIS - PREPARATION OF "ALPHA-(1-ADAMANTYL)-BETA-DICARBONYL COMPOUNDS AND 4-(1-ADAMANTYL)-3,5-DISUBSTITUTED PYRAZOLES AND ISOXAZOLES [J].
GONZALEZ, A ;
MARQUET, J ;
MORENOMANAS, M .
TETRAHEDRON, 1986, 42 (15) :4253-4257
[5]   COBALT(II) CHLORIDE BISTRIPHENYLPHOSPHINE CATALYZED ALKYLATIONS OF BETA-DICARBONYL COMPOUNDS [J].
GONZALEZ, A ;
MARQUET, J ;
MORENOMANAS, M .
TETRAHEDRON LETTERS, 1988, 29 (12) :1469-1470
[6]   REGIOSELECTIVE AND STEREOSELECTIVE 1,2 WAGNER-MEERWEIN SHIFTS DURING TRIFLUOROACETIC-ACID CATALYZED ISOMERIZATION OF UNSYMMETRICALLY SUBSTITUTED TRICYCLO[3.2.0.02,4]HEPTANES [J].
GREE, R ;
PARK, H ;
PAQUETTE, LA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (13) :4397-4403
[7]   REACTIONS OF LITHIUM DIORGANOCUPRATES(I) WITH TOSYLATES .2. STEREOCHEMICAL, KINETIC, AND MECHANISTIC ASPECTS [J].
JOHNSON, CR ;
DUTRA, GA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (23) :7783-7788
[8]   SYNTHESIS OF 1-ADAMANTYLARYL ETHERS [J].
KRAATZ, U .
CHEMISCHE BERICHTE-RECUEIL, 1973, 106 (09) :3095-3096
[9]   STEROIDS-I - ALKYLATION OF BETA-KETOESTERS VIA THEIR CU(II) ENOLATES IN AQUEOUS-MEDIA - APPLICATION TO THE SYNTHESIS OF C-18 FUNCTIONALIZED STEROIDS VIA THE TORGOV APPROACH [J].
MAGRIOTIS, PA ;
MURRAY, WV ;
JOHNSON, F .
TETRAHEDRON LETTERS, 1982, 23 (19) :1993-1996
[10]   A DUAL MECHANISTIC PATHWAY IN THE ALKYLATION OF PENTANE-2,4-DIONE THROUGH ITS CO(II) COMPLEX [J].
MARQUET, J ;
MORENOMANAS, M ;
PACHECO, P ;
VALLRIBERA, A .
TETRAHEDRON LETTERS, 1988, 29 (12) :1465-1468