Organolithium-mediated conversion of beta-functionalised aziridines into alkynyl amino alcohols and diamines.
The direct conversion of dihydrofuran and dihydropyrrole N-triisopropylbenzenesulfonyl aziridines into alkynyl amino alcohols and diamines respectively can be achieved using 3 equiv. sec-butyllithium-PMDETA in THF; use of n-butyllithium and (-)-sparteine in Et2O gave an alkynyl amino alcohol in 60% ee.
Huang
Jianhui
J
Department of Chemistry, University of York, Heslington, York, UK YO10 5DD.
O'Brien
Peter
P