Anticholinergic agents. 4. Stereocontrolled synthesis of fluorinated acetylcholine antagonists; syntheses of the two 1-cyclohexyl-1-(4-fluorophenyl)-3-piperidyl-1-propanols and their methiodides.

Abstract

Four new putative muscarinic antagonists, (R)-(-)- and (S)-(+)-1-cyclohexyl-1-(4-fluorophenyl)-3-piperidyl-1-propanol and their methiodides, have been synthesised. Absolute configurations have been assigned on the basis of the anticipated chirality of the products of the Sharpless asymmetric epoxidation reaction.