MukaiyamaTeruaki, TakedaTakeshi, OsakiMasaaki
Oct 5, 1977
Citations
0
Influential Citations
19
Citations
Journal
Chemistry Letters
Abstract
(Z)-(2R,3S)-6-Benzylidene-3,4-dimethyl-5,7-dioxo-2-phenylperhydro-1,4-oxazepine (I) was prepared in good yield from α-ethoxycarbonylcinnamic acid and l-ephedrine hydrochloride by the use of 2-chloro-1-methylpyridinium tosylate as a coupling reagent. The conjugate addition of n-butylmagnesium bromide to (I) in the presence of nickel chloride, followed by hydrolysis and decarboxylation gave highly enantiomerically pure (99%) 3-phenylheptanoic acid in high yield (92%).