𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Regiospecific alkylation of β-ketothioesters and use in the synthesis of acyl-tetronic acids

✍ Scribed by Paul M. Booth; Christina M.J. Fox; Steven V. Ley

Publisher
Elsevier Science
Year
1983
Tongue
French
Weight
180 KB
Volume
24
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

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 in organic synthesis is well known'.

📜 SIMILAR VOLUMES

Regiospecific Acylation, Alkylation, and
Regiospecific Acylation, Alkylation, and Aldol Condensation using magnesium enolates resulting from the conjugate addition of grignard reagents to α, β-unsaturated ketones
✍ Ferdinand Näf; René Decorzant 📂 Article 📅 1974 🏛 John Wiley and Sons 🌐 German ⚖ 709 KB

## Abstract The magnesium 3,3‐dimethylcyclohex‐1‐enolate **1i**, formed in the copper catalyzed addition of methylmagnesium iodide to 3‐methylcyclohex‐2‐enone, has been subjected to regiospecific electrophilic reactions such as acylation, alkylation, and aldol condensation in order to find a new ac