Selenium promoted synthesis of enantiopure pyrrolidines starting from chiral aminoalcohols

…, L Testaferri, L Bagnoli, C Scarponi, A Temperini…

Index: Tiecco, Marcello; Testaferri, Lorenzo; Bagnoli, Luana; Scarponi, Catalina; Temperini, Andrea; Marini, Francesca; Santi, Claudio Tetrahedron Asymmetry, 2007 , vol. 18, # 23 p. 2758 - 2767

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Citation Number: 34

Abstract

Starting from commercially available enantiomerically pure aminoalcohols and using simple conversions promoted by organoselenium reagents, several enantiomerically pure substituted pyrrolidines were prepared. After double protections (R)-or (S)-2-phenylglycinols were converted into the β-amino selenides by displacing the tosyl group with phenyl selenolate anions. The phenylseleno group was then substituted by an allyl group by ...