PREPARATION OF ALPHA-METHYLENE KETONES BY THE PALLADIUM-CATALYZED DECARBOXYLATION-DEACETOXYLATION OF ALLYL ALPHA-ACETOXYMETHYL-BETA-KETO CARBOXYLATES UNDER MILD CONDITIONS

被引:34
作者
TSUJI, J
NISAR, M
MINAMI, I
机构
关键词
D O I
10.1016/S0040-4039(00)84562-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:2483 / 2486
页数:4
相关论文
共 10 条
[1]   ALPHA-HALOALKANESULFONYL BROMIDES IN ORGANIC-SYNTHESIS .3. ALPHA-ALKYLIDENE KETONES AND 1,3-OXATHIOLE 3,3-DIOXIDES FROM TRIMETHYLSILYL ENOL ETHERS [J].
BLOCK, E ;
ASLAM, M ;
IYER, R ;
HUTCHINSON, J .
JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (19) :3664-3666
[2]   POTENTIAL ANTI-TUMOR AGENTS - SYNTHESIS, REACTIVITY, AND CYTOTOXICITY OF ALPHA-METHYLENE CARBONYL-COMPOUNDS [J].
CASSADY, JM ;
BYRN, SR ;
STAMOS, IK ;
EVANS, SM ;
MCKENZIE, A .
JOURNAL OF MEDICINAL CHEMISTRY, 1978, 21 (08) :815-819
[3]  
DISANAYAKA BW, 1983, SYNTHESIS-STUTTGART, P952
[4]  
FLEMING L, 1980, J CHEM SOC P1, P1493
[5]   METHOD FOR SYNTHESIS OF UNSATURATED CARBONYL-COMPOUNDS [J].
KSANDER, GM ;
MCMURRY, JE ;
JOHNSON, M .
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (07) :1180-1185
[6]   PALLADIUM-CATALYZED DECARBOXYLATION-DEHYDROGENATION OF ALLYL BETA-KETO CARBOXYLATES AND ALLYL ENOL CARBONATES AS A NOVEL SYNTHETIC METHOD FOR ALPHA-SUBSTITUTED ALPHA,BETA-UNSATURATED KETONES [J].
SHIMIZU, I ;
TSUJI, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (21) :5844-5846
[7]   PALLADIUM-CATALYZED REARRANGEMENT OF ALLYLIC ESTERS OF ACETOACETIC ACID TO GIVE GAMMA,DELTA-UNSATURATED METHYL KETONES [J].
SHIMIZU, I ;
YAMADA, T ;
TSUJI, J .
TETRAHEDRON LETTERS, 1980, 21 (33) :3199-3202
[8]   FACILE GENERATION OF A REACTIVE PALLADIUM(II) ENOLATE INTERMEDIATE BY THE DECARBOXYLATION OF PALLADIUM(II) BETA-KETOCARBOXYLATE AND ITS UTILIZATION IN ALLYLIC ACYLATION [J].
TSUDA, T ;
CHUJO, Y ;
NISHI, S ;
TAWARA, K ;
SAEGUSA, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (20) :6381-6384
[9]   ENONE FORMATION FROM ALLYL BETA-KETO-ESTERS, ALKENYL ALLYL CARBONATES, SILYL ENOL ETHERS, AND ENOL ACETATES BY THE PHOSPHINE-FREE PALLADIUM CATALYST [J].
TSUJI, J ;
MINAMI, I ;
SHIMIZU, I ;
KATAOKA, H .
CHEMISTRY LETTERS, 1984, (07) :1133-1136
[10]   FACILE PALLADIUM-CATALYZED DECARBOXYLATION REACTION OF ALLYLIC BETA-KETO-ESTERS [J].
TSUJI, J ;
NISAR, M ;
SHIMIZU, I .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (18) :3416-3417