Recent Developments In The Synthesis Of Fatty Acids

Gensler, Walter J.

doi:10.1021/cr50014a001

Cited by 40 publications

(4 citation statements)

References 147 publications

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“…The ultimate proof of structure is accomplished by synthesizing with certainty the suspected molecular configuration and demonstrating that the synthetic compound is identical with the compound originally isolated (42,49). This procedure is particularly important in the study of new or unusual fatty acids when authentic samples are not available.…”

Section: B Separation and Identification Of Bacterialmentioning

confidence: 99%

The Fatty Acids of Bacteria

O’Leary¹

1962

Bacteriological Reviews

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Section: B Separation and Identification Of Bacterialmentioning

confidence: 99%

The Fatty Acids of Bacteria

O’Leary¹

1962

Bacteriological Reviews

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“…A recent review on the synthesis of fatty acids (187) has covered the hydrogenation of acetylenic acids very adequately. Although additional publications have appeared, no highly significant new information was found.…”

Section: B Addition To Triple Bondsmentioning

confidence: 99%

Reactions of the Hydrocarbon Chain of Fatty Acids.

Harwood¹

1962

Chem. Rev.

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“…However, with increased commercial production of various aldehydic synthetic intermediates (617), this method may become increasingly more important for the laboratory preparation of branched-chain dicarboxylic acids. A number of methods for the preparation of aldehydes of importance in fatty acid synthesis have been recently summarized (270).…”

Section: (B) Ketones Aldehydes and Alcoholsmentioning

confidence: 99%

“…The extension of carboxylic acid chains by one, two, or more carbon atoms without a simultaneous introduction of branching has been adequately dealt with in recent reviews on fatty acid synthesis (112,270,290). With minor modifications these methods may also be adapted to the extension of the carbon chains in alkylated dicarboxylic acids either at only one end of the chain or at both.…”

Section: Extensionmentioning

confidence: 99%

Syntheses Of Alkylated Alkanedioic Acids

Diaper¹,

KUKSIS²

1959

Chem. Rev.

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example of such a synthesis is the conversion of 2-pentenal, through a Reformatsky condensation with ethyl -bromopropionate and oxalation of the unsaturated product, eventually to 2,6-dimethylsuberic acid (401).It has been shown that formates and oxalates may function as carbonyl components in a Reformatsky synthesis. Ethyl -bromoisobutyrate reacts with ethyl oxalate (569) and with ethyl formate (82), giving hydroxy esters which could be converted to 2,2-dimethylsuccinic and 2,2,4,4-tetramethyIglutaric acids, respectively.The application of the Reformatsky reaction to nitriles (154) leads to the formation of ketones in a manner comparable with the Grignard reaction and is a convenient method for the synthesis of /3-keto esters.By varying the nature of the carbonyl compounds and the halo esters employed, many alkylated dicarboxylic acids have been prepared with the help of this reaction, yet the possible products may be of only a few types. Branching is confined to the a-and ß-positions at one or both ends of the chain, and while the -position may bear one, two, or no alkyl groups, the /3-position cannot bear more than one side chain.Theoretically, in all of the above cases the ester groups of the final products may be converted into aldehyde or keto groups through the acyl chlorides and dialkyl metals (142).A repetition of the Reformatsky process would lengthen the chain with or without further branching at the new points of junction of carbon chains (629).

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Recent Developments In The Synthesis Of Fatty Acids

Cited by 40 publications

References 147 publications

The Fatty Acids of Bacteria

The Fatty Acids of Bacteria

Reactions of the Hydrocarbon Chain of Fatty Acids.

Syntheses Of Alkylated Alkanedioic Acids

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