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Short Communication

Fluorinated iminophosphonates bearing stereodirecting phenylethyl group in synthesis of biorelevant scalemic aminophosphonates

, &
Pages 331-332 | Received 26 Sep 2018, Accepted 10 Oct 2018, Published online: 17 Feb 2019
 

Abstract

Diastereoselective reduction of α-(poly)fluoroalkylated iminophosphonates, bearing stereodirecting phenylethyl group at the nitrogen atom, produces diastereomeric N-(α-phenylethyl) polyfluoroalkylphosphonates. Separation and N-deprotection affords (S) and (R) α-amino polyfluoroalkylphosphonates. The latter react with 2,5-dimethoxytetrahydrofuran to give optically pure polyfluoroalkylphosphonates incorporating 1-pyrrolyl group in α-position.

Graphical Abstract

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