𝔖 Bobbio Scriptorium
✦   LIBER   ✦

The use of β-ketothioesters for the exceptionally mild preparation of β-ketoamides

✍ Scribed by Steven V. Ley; Peter R. Woodward

Book ID
104227699
Publisher
Elsevier Science
Year
1987
Tongue
French
Weight
113 KB
Volume
28
Category
Article
ISSN
0040-4039

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✦ Synopsis

Summap: Transamination of t-butylacetothioacetate derivatives with primary and secondary amines in the presence of silver (I) mjluoroacetate gives high yields of the corresponding /Metoamides.

* Ah compounds gave satisfactory microanalytical and spectroscopic data

We thank rhe SERC for an Instant Award (to PRW) and DuPont,

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Anions of t-butylacetothioacetate (1) react with alkylhalides and carbonyl compounds in a regiospecific manner to afford products which are versatile synthetic intermediates as exemplified by short syntheses of the mold metabolites carolic acid (2) and carlosic acid (3). The utility of thioesters i