Lithiated (alpha-chloroalkyl)heterocycles, generated by deprotonation with LDA at -78 °C in THF, add to various enantiopure imines affording ‘one pot’ chiral heterosubstituted aziridines in a diastereoselective manner. Lithiated heterosubstituted aziridines, obtained by deprotonation of the corresponding aziridines with n-BuLi at -78 °C in THF, were trapped by electrophiles (D2O or CH3I) with high stereoselectivity.
STEREOSELECTIVE SYNTHESIS OF HETEROSUBSTITUTED AZIRIDINES AND THEIR FUNCTIONALIZATION
CAPRIATI, Vito;LUISI, Renzo
2004-01-01
Abstract
Lithiated (alpha-chloroalkyl)heterocycles, generated by deprotonation with LDA at -78 °C in THF, add to various enantiopure imines affording ‘one pot’ chiral heterosubstituted aziridines in a diastereoselective manner. Lithiated heterosubstituted aziridines, obtained by deprotonation of the corresponding aziridines with n-BuLi at -78 °C in THF, were trapped by electrophiles (D2O or CH3I) with high stereoselectivity.File in questo prodotto:
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