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. 1996 May 27;37(22):3815-3818.
doi: 10.1016/0040-4039(96)00721-6.

Conformationally Constrained Bis(oxazoline) Derived Chiral Catalyst : A Highly Effective Enantioselective Diels-Alder Reaction

Arun K Ghosh  1 , Packiarajan Mathivanan  1 , John Cappiello  1
Affiliations

Conformationally Constrained Bis(oxazoline) Derived Chiral Catalyst : A Highly Effective Enantioselective Diels-Alder Reaction

Arun K Ghosh et al. Tetrahedron Lett. .

Abstract

The reaction of cyclopentadiene with various bidentate dienophiles in the presence of 4-10 mol% of copper(II)-bis(oxazoline) complexes afforded excellent endo/exo selectivity as well as endo enantioselectivity (95-99% ee) and isolated yields. On the other hand, Diels-Alder reaction with Mg(II)-complexes afforded a modest ( 61% ee) reversal in enantioselectivity.

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Figures

Scheme I
Scheme I
See this image and copyright information in PMC

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