Volume 20, Issue 6
Isocyclic Compounds
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ChemInform Abstract: Convenient Route to 1,3-Disubstituted Cyclobutanes: An Inexpensive Synthesis of 3-Oxocyclobutanecarboxylic Acid.

P. E. PIGOU

P. E. PIGOU

School Phys. Sci., Flinders Univ. South Australia, Bedford Park, South Australia 5042, Australia

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C. H. SCHIESSER

C. H. SCHIESSER

School Phys. Sci., Flinders Univ. South Australia, Bedford Park, South Australia 5042, Australia

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First published: February 7, 1989

Abstract

Cyclization of 1,3-dibromo-2,2-dimethoxypropane (I) with the anion derived from the malonates (II) yields the dimethoxycyclobutanedicarboxylates (III), together with the corresponding monoesters (IV).

ChemInform Abstract

Cyclization of 1,3-dibromo-2,2-dimethoxypropane (I) with the anion derived from the malonates (II) yields the dimethoxycyclobutanedicarboxylates (III), together with the corresponding monoesters (IV). Acidic cleavage of the acetal moiety is accompanied by ester hydrolysis and decarboxylation, producing the cyclobutanone carboxylic acid (V).

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