title: Aza-[2,3]-Wittig Sigmatropic Rearrangement of Allylic Tertiary Amines: A Successful Example with High Chirality Transfer.
abstract: We report herein a successful example of an aza-[2,3]-Wittig rearrangement in an allylic tertiary N,N-dibenzyl amine derived from (S)-alaninol or (S)-isoleucinol. This reaction occurs upon metalation at the benzylic position with a mixture of butyllithium/diisopropylamine/potassium t-butoxide and proceeds with a high 1,3 transfer of chirality.
authors.affiliation: Institut Lavoisier de Versailles, UMR 8180. Université de Versailles St-Quentin-en-Yvelines. 45, av. des Etats-Unis, 78035 Versailles Cedex, France.
authors.forename: B
authors.initials: B
authors.lastname: Drouillat
authors.affiliation: Institut Lavoisier de Versailles, UMR 8180. Université de Versailles St-Quentin-en-Yvelines. 45, av. des Etats-Unis, 78035 Versailles Cedex, France.
authors.forename: K
authors.initials: K
authors.lastname: Wright
authors.affiliation: Institut Lavoisier de Versailles, UMR 8180. Université de Versailles St-Quentin-en-Yvelines. 45, av. des Etats-Unis, 78035 Versailles Cedex, France.
authors.forename: P
authors.initials: P
authors.lastname: Quinodoz
authors.affiliation: Institut Lavoisier de Versailles, UMR 8180. Université de Versailles St-Quentin-en-Yvelines. 45, av. des Etats-Unis, 78035 Versailles Cedex, France.
authors.forename: J
authors.initials: J
authors.lastname: Marrot
authors.affiliation: Institut Lavoisier de Versailles, UMR 8180. Université de Versailles St-Quentin-en-Yvelines. 45, av. des Etats-Unis, 78035 Versailles Cedex, France.
authors.forename: F
authors.initials: F
authors.lastname: Couty