N-Acyldihydropyridones as Synthetic Intermediates. A Stereoselective Synthesis of Acyclic Amino Alcohols Containing Multiple Chiral Centers.

[摘要]：Various multisubstituted piperidines contg. a Ph group at C-2 can be opened regio- and stereoselectively with cyanogen bromide. The ring-opened products contain useful cyanamide and benzylic bromide functional groups. The benzyl bromide can be cleanly reduced, or substituted with various nucleophiles via an SN2 process to add addnl. heteroatoms stereoselectively. This methodol. is useful for the stereoselective synthesis of uniquely substituted alkylamine derivs. contg. multiple chiral centers and various functionality. Diastereomerically pure amino alcs. contg. three to five contiguous stereocenters were prepd. using this strategy.

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