HYDROACYLATION OF ALKYL VINYL KETONES AND ACRYLIC ESTERS USING ORGANOTETRACARBONYLFERRATES - SYNTHESIS OF 1,4-DICARBONYL COMPOUNDS

被引:20
作者
YAMASHITA, M
TASHIKA, H
UCHIDA, M
机构
关键词
D O I
10.1246/bcsj.65.1257
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Alkyl vinyl ketones and acrylic esters were hydroacylated with organotetracarbonylferrates to the corresponding 1,4-diketones and 4-oxo carboxylic acid derivatives in good yield in dipolar aprotic solvents such as N,N-dimethylacetamide. Addition of 18-crown-6-improved the yield. cis-Jasmone and gamma-jasmolactone were synthesized by use of these reactions.
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页码:1257 / 1261
页数:5
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共 18 条
[11]  
MCMURRY E, 1980, TETRAHEDRON LETT, P4687
[12]  
MIYAKOSHI T, 1988, J JPN OIL CHEM SOC Y, V37, P19
[13]   SYNTHESIS OF 1,4-DIKETONES BY REACTION OF LITHIUM AROYLTRICARBONYLNICKELATES WITH ACETYLENES [J].
SAWA, Y ;
HASHIMOT.I ;
RYANG, M ;
TSUTSUMI, S .
JOURNAL OF ORGANIC CHEMISTRY, 1968, 33 (05) :2159-&
[14]  
SMITH LH, 1955, ORG SYNTH, V3, P793
[15]   HYDROACYLATION OF SIMPLE ALKYL VINYL KETONES USING ORGANOTETRACARBONYLFERRATES [J].
YAMASHITA, M ;
TASHIKA, H ;
SUEMITSU, R .
CHEMISTRY LETTERS, 1989, (04) :691-692
[16]   A NEW SYNTHESIS OF ALDEHYDES AND ALDEHYDES-D FROM GRIGNARD-REAGENTS [J].
YAMASHITA, M ;
MIYOSHI, K ;
NAKAZONO, Y ;
SUEMITSU, R .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1982, 55 (05) :1663-1664
[17]   ACYLATION OF EPOXIDES BY THE USE OF ACYLTETRACARBONYLFERRATES - SYNTHESIS OF ALPHA,BETA-UNSATURATED KETONES [J].
YAMASHITA, M ;
YAMAMURA, S ;
KURIMOTO, M ;
SUEMITSU, R .
CHEMISTRY LETTERS, 1979, (09) :1067-1068
[18]   SYNTHESIS OF 5-MEMBERED CYCLIC-KETONES USING POTASSIUM TETRACARBONYLFERRATE(2-) [J].
YAMASHITA, M ;
UCHIDA, M ;
TASHIKA, H ;
SUEMITSU, R .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1989, 62 (08) :2728-2729