Studies on organolithium-induced alkylative desymmetrisation of epoxides: synthesis of enantioenriched beta-amino cycloheptenols from 6,7-epoxy-8-azabicyclo[3.2.1]octanes

The synthesis and enantioselective α-deprotonation - double ring opening of 6,7-epoxy-8-azabicyclo[3.2.1]octanes 5 using organolithiums in the presence of (-)-sparteine or (4S)-2,2′-(1-ethylpropylidene)bis-4-(1- methylethyl)-4,5-dihydrooxazole, giving amino cycloheptenols in up to 85% yield and 82%...

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Bibliographic Details
Main Authors: Hodgson, D, Paruch, E
Format: Journal article
Language:English
Published: 2004