Heterocycles

Diastereoselective Synthesis of 3-Fluoro-2-substituted Piperidines and Pyrrolidines

PN Gichuhi, M Kuriyama, O Onomura

Index: Gichuhi, Paul N.; Kuriyama, Masami; Onomura, Osamu Heterocycles, 2014 , vol. 88, # 1 p. 331 - 346

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Citation Number: 2

Abstract

A facile procedure for synthesis of trans-3-fluoro-2-substituted piperidines by utilizing electrophilic fluorination of cyclic enamines and Lewis acid mediated nucleophilic substitution has been developed. Also, optically active trans-2-allyl-3-fluorinated pyrrolidines have been prepared by utilizing nucleophilic fluorination of hydroxyl group of trans-hydroxy- L-proline and Lewis acid mediated diastereoselective allylation as key steps.

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