Michael reaction of conjugated nitro olefins with carboxylic acid dianions and with ester enolates: new synthesis of .gamma.-keto acids and .gamma.-keto esters

1984 ◽  
Vol 49 (16) ◽  
pp. 2857-2863 ◽  
Author(s):  
Masaaki Miyashita ◽  
Ryuji Yamaguchi ◽  
Akira Yoshikoshi
Keyword(s):  
Carboxylic Acid ◽  
Michael Reaction ◽  
Keto Esters ◽  
New Synthesis ◽  
Keto Acids

The Retro-Michael Reaction of 1,5-Dicarbonyl Compounds: Scope and Limitation

1999 ◽  
Vol 64 (1) ◽  
pp. 107-113 ◽  
Author(s):  
Jian-Xin Wang ◽  
Tong-Shuang Li
Keyword(s):  
Good Yield ◽  
Steam Distillation ◽  
Michael Reaction ◽  
Glass Wool ◽  
Dicarbonyl Compounds ◽  
Keto Esters ◽  
Tricyclic Compounds ◽  
Keto Acids

Under catalysis of NaOH or KOH adsorbed on glass wool and by using steam distillation, (20R,S)-4,4,5,14-tetramethyl-18,19-dinor-13,17-seco-5β,8α,9β,10α,14β-cholestane-13,17-dione (1) and 3,14-dioxo-14,15-seco-5α-cholestan-15-al (4) gave good yield (>59%) of the corresponding tricyclic compounds (8a, 8b and 10a) via a retro-Michael reaction at 250 °C. While 5-oxo-4-nor-3,5-secocholestan-3-oic acid (6) and ethyl 5-oxo-4-nor-3,5-secocholestan-3-oate (7) afforded low yield (<15%) of the retro-Michael cleavage products (12a, 12b) at the same conditions. Thus, the retro-Michael reaction worked well for 1,5-diketones and 1,5-keto aldehydes but gave poor yield for 1,5-keto esters and 1,5-keto acids.

scholarly journals NEW SYNTHESIS OF γ-KETO ACIDS FROM NITROOLEFINS AND CARBOXYLIC ACID DIANIONS

1982 ◽  
Vol 11 (10) ◽  
pp. 1505-1508 ◽  
Author(s):  
Masaaki Miyashita ◽  
Ryuji Yamaguchi ◽  
Akira Yoshikoshi
Keyword(s):  
Carboxylic Acid ◽  
New Synthesis ◽  
Keto Acids

New synthesis of indole-7-carboxylic acid

1986 ◽  
Vol 22 (1) ◽  
pp. 36-37 ◽  
Author(s):  
V. I. Dulenko ◽  
Yu. A. Nikolyukin
Keyword(s):  
Carboxylic Acid ◽  
New Synthesis

New Synthesis of Derivatives of 6-Aryl-3-methyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b] [1,3,4]thiadiazine-7-carboxylic Acid.

ChemInform ◽  
2004 ◽  
Vol 35 (8) ◽  
Author(s):  
V. A. Yanchenko ◽  
V. V. Malyshev ◽  
A. M. Demchenko ◽  
M. O. Lozinskii
Keyword(s):  
Carboxylic Acid ◽  
New Synthesis ◽  
Derivatives Of

ChemInform Abstract: A New Synthesis of 1-Aryl-5-cyano-1H-pyrazole-4-carboxylic Acid Ethyl Esters.

ChemInform ◽  
1989 ◽  
Vol 20 (13) ◽  
Author(s):  
J. R. BECK ◽  
S. A. ACKMANN ◽  
M. A. STASZAK ◽  
F. L. WRIGHT
Keyword(s):  
Carboxylic Acid ◽  
Ethyl Esters ◽  
New Synthesis
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