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Regio- and Stereoselective Ring Opening of Allylic Epoxides

[ Vol. 6 , Issue. 3 ]


Mauro Pineschi, Ferruccio Bertolini, Valeria Di Bussolo and Paolo Crotti   Pages 290 - 324 ( 35 )


Three-membered heterocyclic rings offer a powerful combination of reactivity, stability, availability, and atom economy. In fact, the asymmetric ring opening of allylic epoxides with nucleophiles of different kinds, as will be discussed in this Review, offers the possibility of generating valuable chiral non-racemic building blocks in a very simple manner and in a stereodefined fashion.


Allylic epoxides, nucleophilic ring opening, heteronucleophiles, carbon nucleophiles, regioselectivity, stereoselectivity, enantioselectivity


Dipartimento di Scienze Farmaceutiche, sede Chimica Bioorganica e Biofarmacia, Universita di Pisa, Via Bonanno 33, 56126 Pisa, Italy.

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