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ChemInform Abstract: Concave Reagents. Part 21. Selective Acylations of Primary and Secondary Alcohols by Ketenes.

✍ Scribed by W. SCHYJA; S. PETERSEN; U. LUENING

Publisher
John Wiley and Sons
Year
2010
Weight
29 KB
Volume
28
Category
Article
ISSN
0931-7597

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✦ Synopsis

1997 esterification, ester hydrolysis esterification, ester hydrolysis O 0310 12 -070 Concave Reagents. Part 21. Selective Acylations of Primary and Secondary Alcohols by Ketenes.

-Concave pyridines of the type (I) (7 examples) of varying ring size are used to catalyze the addition of primary and secondary alcohols, e. g. in the form of (II), to ketenes, such as (III). The kinetic data of these catalyses are determined. In inter-and intramolecular competitions, the use of (I) leads to improved selectivities for the acylation of primary in comparison with secondary alcohols. All primary alcohols react at comparable rates. Observed rate constants are correlated with Taft's Es values.

-(SCHYJA, W.;

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