Addition of Enantiomerically Pure Amines to Activated Olefines II. on the Addition to Ethyl (E)-4-Oxo-4-pheny 1-2 butenoate

摘要

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