Abstract

The alkylation of 7 occurs in moderate to good trans stereoselection (d.e.40–98%), while a poorer d.e. (10–90%) is observed for 8. On the contrary, in both substrates the alkylation with CH 3I produces a greater amount of the cis isomer (d.e48%). Cleavage of the lactims 9( a,e) gives enantiomerically pure dipeptides 14( a,e). The absolute configuration of the introduced stereogenic centres has been assigned on the basis of the 1H-NMR data in connection with the conformational analysis.

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