Categories: C-O Bond Formation >
Synthesis of esters
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Reactions

Esterification, Transesterification, Acylation
Decarboxylative Esterification
Name Reactions
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Recent Literature
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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.
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 is reported. N-Phthaloyl N'-alkyl
secondary amides of α-amino acids
have been generated from N-phthaloyl amino acids by a coupling reaction of
alkylamines 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.





