Categories: C-O Bond Formation >
Synthesis of esters
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Reactions
Esterification, Transesterification, Acylation
Decarboxylative Esterification
Oxidative Esterification
Redox Esterification
Name Reactions
Passerini Reaction
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Two Steps:
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Recent Literature
The facile and efficient conversion of a tert-butyl protecting group
to an acetyl protecting group by catalytic amounts of bromine in acetyl
chloride and the presence of acetic acid has been developed. The fairly mild reaction conditions are of particular interest for
new protecting group strategies for sulfur functionalised target structures.
A. Blaszczyk, M. Elbing, M. Mayor, Org. Biomol. Chem., 2004, 2,
2722-2724.
Group 5 and 6 metal chlorides were found as very efficient catalysts for
acylative cleavage of ethers. Compared with conventional Lewis acid
catalysts, group 5 and 6 metal chlorides showed better results in the
catalytic C-O bond cleavage.
Q. Guo, T. Miyaji, R. Hara, B. Shen, T. Takahashi, Tetrahedron, 2002, 58,
7327-7334.
A stereoconservative protection and deprotection method
of amino and carboxyl groups includes the generation of N-Phthaloyl N'-alkyl
secondary amides from N-phthaloyl amino acids by using a mixed anhydride method. These secondary
amides have been transformed by thermal rearrangement of the intermediate nitrosoamides
to esters with retention of configuration and excellent yields.
D. M. Shendage, R. Froehlich, G. Haufe, Org. Lett., 2004, 6,
3675-3678.
