Synlett

An expeditious method for the first asymmetric synthesis of Dexoxadrol from the chiral pool

P Etayo, R Badorrey, MD Díaz-de-Villegas, JA Gálvez…

Index: Etayo, Pablo; Badorrey, Ramon; Diaz-De-Villegas, Maria D.; Galvez, Jose A.; Lopez-Ram-De-Viu, Pilar Synlett, 2010 , # 12 p. 1775 - 1778

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Citation Number: 2

Abstract

Abstract A new, straightforward and high-yielding methodology for the asymmetric synthesis of 2-(1, 3-dioxolan-4-yl) piperidines is described. This approach involves a highly stereoselective addition of vinylmagnesium bromide to N-(3-butenyl) imines derived from d- glyceraldehyde diphenyl ketal and a ring-closing metathesis reaction as key steps. This procedure was used for the first asymmetric synthesis of (S)-2-[(S)-2, 2-diphenyl-1, 3- ...