Highly diastereoselective synthesis of new, carbostyril-based type of conformationally-constrained β-phenylserines

Article abstract of DOI:10.1016/S0040-4020(03)01172-4

We have demonstrated that the readily available amido-keto compounds 5, with prearranged carbonyl and glycine moieties, under strongly basic conditions easily undergo complete and highly diastereoselective cyclization, affording a generalized and practical access to the conformationally constrained phenylserine derivatives 4. High chemical yields, virtually complete diastereoselectivity combined with the operational convenience of the experimental procedures render this method useful for preparation of these diastereomerically pure derivatives.