Reaction of organolead triacetates with 4-ethoxycarbonyl-2-methyloxazol-5-one. The synthesis of α-aryl and α-vinyl N-acetylglycine ethyl esters and their enzymic resolution

doi:10.1016/0040-4039(94)88529-X

Paper

Reaction of organolead triacetates with 4-ethoxycarbonyl-2-methyloxazol-5-one. The synthesis of α-aryl and α-vinyl N-acetylglycine ethyl esters and their enzymic resolution

Published Dec 19, 1994 · J. Morgan, J. Pinhey

Tetrahedron Letters

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Abstract

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Study Snapshot

This study successfully synthesized 4-ethoxycarbonyl-2-methyloxazol-5-one, which undergoes high-yielding arylation and vinylation with organolead triacetates, leading to -aryl and -vinyl N-acety

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Reaction of organolead triacetates with 4-ethoxycarbonyl-2-methyloxazol-5-one. The synthesis of α-aryl and α-vinyl N-acetylglycine ethyl esters and their enzymic resolution

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References

General synthesis of .beta.,.gamma.-alkynylglycine derivatives

This study presents a method for synthesizing differentially protected β,γ-alkynylglycine derivatives, which can be generated in situ and trapped due to their lability.

Reactions of (Arene) Tricarbonylchromium Complexes with Anions from Schiff Bases of α-Amino Esters: Synthesis of α-Aryl Amino Acids

This study presents a convenient synthesis of -substituted aryl amino acids using Schiff bases derived from -amino esters and halogeno aryl chromium tricarbonyl complexes.

Preparation of optically active D‐arylglycines for use as side chains for semisynthetic penicillins and cephalosporins using immobilized subtilisins in two‐phase systems

Immobilized subtilisins in two-phase systems improve the yield, purity, and economics of preparing optically active D-arylglycines for semisynthetic penicillins and cephalosporins.

Organolead(IV) Tricarboxylates, New Reagents for Organic Synthesis

Organolead(IV) tricarboxylates are effective reagents for organic synthesis, particularly in carbon-carbon bond formation and quaternary center formation.

Synthesis of α-amino acids with β,γ-unsaturated side chains

-amino acids with allenyl, vinyl, and acetylenic side chains can be synthesized using non-enolate based strategies, with Meerwein's reagent for improved yields.

Versatile, stereocontrolled, asymmetric synthesis of E-vinyl glycine derivatives

This study presents a versatile, stereocontrolled, asymmetric synthesis of E-vinyl glycine derivatives using bromoglycinate and metal reduction methods.

Citations

Enzymatic resolution of amino acids via ester hydrolysis

Enzyme-based resolution procedures for amino acids via ester hydrolysis have been successfully achieved using proteases, lipases, and yeast, with potential applications in pharmaceutical and biotechnological industries.

Reaction of organolead triacetates with4-ethoxycarbonyl-2-methyl-4,5-dihydro-1,3-oxazol-5-one. The synthesis ofα-aryl- and α-vinyl-N-acetylglycines andtheir ethyl esters and their enzymic resolution

This study demonstrates a high-yielding synthesis of -aryl- and -vinyl-N-acetylglycines and their ethyl esters, with enzymic resolution of these derivatives.

α-Arylation of ketones by aryllead triacetates. Effect of methyland phenyl substitution at the α position

Selective -arylation of ketones by p-methoxyphenyllead triacetate occurs at tertiary -carbons and secondary centers activated by phenyl groups, but fails at unactivated secondary centers and primary -carbons.