Addition of enantiomerically pure amines to activated olefines - II. On the addition to ethyl (E)-4-oxo-4-phenyl-2-butenoate

The addition of (S)-phenethylamine to ethyl (E)-4-oxo-3-phenyl-2-butenoate shows no kinetic selectivity, whereas - according to the b,pl,ti-rule - the AB- and BE-product are kinetically preferred in the addition of (S)-alanin e-isopropylester and -benzylester, respectively. Ln the reaction of benzyl (S)-alaninate, contrary to the other and earlier examined examples no therm odynamic preference for the BB-product over the AB-product was observed.