Use of chiral Ti(IV) complexes in the cycloaddition of C,N- diphenylnitrone to tert-butyl vinyl ether

Pau Bayón, Pedro De March, Mercè Espinosa, Marta Figueredo, Josep Font

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17 Citations (Scopus)

Abstract

The 1,3-dipolar cycloaddition of C,N-diphenylnitrone to tert-butyl vinyl ether in the presence of several chiral Ti(IV) species which incorporate different bidentate C2-symmetrical ligands has been investigated. Several complexes have shown very efficient catalytic activity. The endo/exo selectivity of the process can be dramatically reversed in relation to the uncatalysed reaction, but low enantioselectivities up to 41% ee are found. (C) 2000 Elsevier Science Ltd.
Original languageEnglish
Pages (from-to)1757-1765
JournalTetrahedron Asymmetry
Volume11
Issue number8
DOIs
Publication statusPublished - 5 May 2000

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