Photochemical Synthesis of 4-Oxobutanal Acetals and …

To quantitate the source of the succinimide acidity, the geometries and CH acidities of various conformations of -formylacetamide and acetamide, acyclic models of succinimide and 2-pyrrolidinone, and 3-oxobutanal and acetone, acyclic models lacking the nitrogen atom, were studied.

(12) and the ketal of 3-oxobutanal (13) as parent compounds.

Stereoselective total synthesis of racemic grandisol via 3-oximino-1,4,4-trimethylbicyclo ..
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Linderman and Kirollos 38 reported the synthesis of 2-CF 3 ..

By means of addition of 1,2-diaza-1,3-butadienes 1 onDanishefsky-type dienes 2, followed byintramolecular cyclization, a number of pyrrole (4, 5) and pyrazole (6)derivatives were prepared in good to excellent preparative yields. Themechanism of all transformations was discussed in detail and includesfirst Michael-type addition resulting in 3,which undergoes cyclization in presence of acid catalysts. The keyfactor which directs regioselectivity appears to be the acidityof the α-hydrogen to the C=N function, determinedby the nature of R¹. Under aqueous conditions,Danishefsky’s diene 2 acts asa synthetical analogue of 3-oxobutanal resulting in the formationof 4; however, only a few examples werepresented.

Knorr pyrrole synthesis - Wikipedia

The Knorr pyrrole synthesis is a widely used chemical reaction that synthesizes substituted pyrroles (3). The method involves the reaction of an α-amino-ketone (1) and a compound containing a methylene group α- to (bonded to the next carbon to) a carbonyl group (2).

Get supplier listing of 2-Methyl-3-oxobutanal sodium salt and equal product
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Length of literature review for dissertation - OAB Roraima

Ethyl 3,3-diethoxypropanoate can be used for Pictet-Spengler reactions (eq 3), and various other condensation reactions.,,Different monoprotected malonaldehydes can be obtained from ethyl 3,3-diethoxypropanoate by transacetalization and reduction with /EtO at -78 °C, or with followed by oxidation with . The malonaldehyde monoacetals were employed in the synthesis of dihydropyrans and secologanin derivatives, by tandem Knoevenagel hetero-Diels-Alder reactions. They can also be used in Wittig reactions with various phosphorus ylides, and in addition of Grignard reagents, carbanions generated from nitroalkanes, and other organometallic compounds. They are also valuable substrates for the synthesis of heterocycles such as pyrazoles, isoxazoles, and pyrimidines.Ethyl 3,3-diethoxypropanoate is used for the total synthesis of both enantiomers of 3-amino-2-hydroxybutanoic acid (GABOB) by enzymatic kinetic resolution of its cyanohydrin acetate (eq 4). As a substitute of ethyl 3,3-diethoxypropanoate and the unstable 3-oxopropanoate, the stable 4,4,4-trichloro-3-oxobutanal may be used since the ,,-trichlorocarbonyl group can easily be transformed into an ester moiety with in the presence of an alcohol.,In addition, diformylacetates, which are useful educts for the synthesis of 1,4-dihydropyridines and NADH analogs as well as sugar derivatives (see ), can be obtained from ethyl 3,3-diethoxypropanoate by formylation.

2-(3,4-dimethoxyphenyl)-3-oxobutanal O-methyloxime …

Ethyl 3,3-diethoxypropanoate is a useful starting material for the synthesis of heterocycles such as coumarins (eq 1), isoxazoles, pyrimidines, porphyrins, imidazolinones, and thiadiazines (eq 2). Also spermine metabolites, steroids, herbicides, antihypertensives, photographic sensitizers, cephalosporins, lycopodium alkaloids, nucleic acids, prostaglandin (PGF) precursor, pentaerythriol as well as related alcohols can be obtained from ethyl 3,3-diethoxypropanoate.

Exam 3 Answer Key - Portland State University