Stereochemically controlled syntheses of some bicyclo [n. 3.0] alkane-1-carboxylic acids

EW Warnhoff, WT Tai…

Index: Warnhoff,E.W. et al. Canadian Journal of Chemistry, 1978 , vol. 56, p. 93 - 98

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Citation Number: 4

Abstract

Stereospecific methods of synthesis of some cis-and trans-bicyclo [n. 3.0] alkane-1- carboxylic acids are described, specifically 5 a, 5 b, and 11. The cis ring fusion is insured by use of the Diels-Alder reaction, and the trans ring fusion is fixed by the necessity of a cis attachment of an intermediate five-membered cyclic lactamol to the existing cyclopentane ring in 9.