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Synthesis of the 2β,3α- and 2β,3β-isomers of 3-(p-substituted phenyl)tropane-2-carboxylic acid methyl esters

Tetrahedron LettersPublished 1 May 1995
Kathryn I. Keverline, Philip Abraham, Anita H. Lewin, F. Ivy Carroll
Citations33
SJR quartileQ3
SJR score0.33
SNIP0.43

Abstract

The synthesis of 3-(p-substituted phenyl)trop-2-carboxylic acid methyl ester 8 and its reduction with samarium iodide provide a new synthesis of 3β-(4′-substituted phenyl)tropane-2β-carboxylic acid methyl ester (2) and, in addition, give the first synthesis of the 2β,3α-diastereoisomer 4.

Keywords

MedicineBiochemistry, Genetics and Molecular BiologyPharmacology, Toxicology and Pharmaceutics