Stereocontrolled synthesis of N-heterocyclic fluorine-containing β-amino acid derivatives

Ouchakour, Lamiaa and Nonn, Melinda and Kiss, Loránd (2019) Stereocontrolled synthesis of N-heterocyclic fluorine-containing β-amino acid derivatives. FLUORINE NOTES / FTORNIE ZAMETKI. ISSN 2071-4807

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Abstract

A stereocontrolled procedure is reported for the access of various fluorine-containing piperidine and azepane β-amino esters. The synthetic protocol starts from readily available unsaturated cycloalkene β-amino acids and is based on oxidative cleavage of the ring olefin bond followed by ring closing of the diformyl intermediates in the presence of some fluorinecontaining amines across reductive amination.

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