Allyl and Benzyl Dance under
Basic Conditions

Laurent El Kaim; Laurence Grimaud; Srinivas Reddy Purumandla

doi:10.1055/s-0030-1260964

LETTER

Allyl and Benzyl Dance under Basic Conditions

Laurent El Kaim*, Laurence Grimaud*, Srinivas Reddy Purumandla
Laboratoire Chimie et Procédés, UMR 7652, Ecole Polytechnique-ENSTA-CNRS, Ecole Nationale Supérieure de Techniques Avancées, 32 Bd Victor, 75739 Paris Cedex 15, France
Fax: +33(1)45528322; e-Mail: laurent.elkaim@ensta.fr; e-Mail: grimaud@dcso.polytechnique.fr;

Abstract

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Abstract

Ugi-Smiles adducts formed from allyl (propargyl or benzyl) amine rearrange under basic condition with an allyl migration between two nitrogen atoms. The shift is reversible and may be controlled by the strength of the base used in the reaction.

Key words

Ugi-Smiles - isocyanide - multicomponent couplings - allyl - benzyl - propargyl - migration

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References

References and Notes

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For similar synthetic strategies with classical Ugi adducts, see:

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