The Journal of Organic Chemistry

Strained ring systems. XII. Synthesis of several dimethyl. DELTA. 1-cycloalkene-1, 2-dicarboxylates and certain 4-substituted bicyclo [2.1. 0] pentane-1-carboxylic …

RN McDonald, RR Reitz

Index: McDonald,R.N.; Reitz,R.R. Journal of Organic Chemistry, 1972 , vol. 37, p. 2418 - 2423

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Citation Number: 33

Abstract

A one-step synthesis of dimethyl A'-cycloalkene-1, 2-dicarboxylates (1)(cyclobutene to cycloheptene) from the corresponding dimethyl ala'-dibromoalkanedicarboxylates is given. While dimethyl Akyclopropene-l, 2-dicarboxylate (la) is believed produced from the reaction of dimethyl a+'-dibromoglutarate (2a) and potassium tert-butoxide, cis addition of an alcohol to la proceeds to yield the dimethyl l-alkoxycyclopropane-cis-1, 2-dicarboxylates 4 and 5. ...