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

doi:10.1016/S0957-4166(00)00115-4

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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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 language	English
Pages (from-to)	1757-1765
Journal	Tetrahedron Asymmetry
Volume	11
Issue number	8
DOIs	https://doi.org/10.1016/S0957-4166(00)00115-4
Publication status	Published - 5 May 2000

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

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.",

author = "Pau Bay{\'o}n and {De March}, Pedro and Merc{\`e} Espinosa and Marta Figueredo and Josep Font",

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T1 - Use of chiral Ti(IV) complexes in the cycloaddition of C,N- diphenylnitrone to tert-butyl vinyl ether

AU - Bayón, Pau

AU - De March, Pedro

AU - Espinosa, Mercè

AU - Figueredo, Marta

AU - Font, Josep

PY - 2000/5/5

Y1 - 2000/5/5

N2 - 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.

AB - 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.

U2 - 10.1016/S0957-4166(00)00115-4

DO - 10.1016/S0957-4166(00)00115-4

M3 - Article

VL - 11

SP - 1757

EP - 1765

IS - 8

ER -

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

Abstract

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