Asymmetric allylic alkylation in combination with ring-closing metathesis for the preparation of chiral N-heterocycles.

TitleAsymmetric allylic alkylation in combination with ring-closing metathesis for the preparation of chiral N-heterocycles.
Publication TypeJournal Article
Year of Publication2010
AuthorsTeichert JF, Zhang S, van Zijl AW, Slaa JW, Minnaard AJ, Feringa BL
JournalOrganic letters
Volume12
Issue20
Pagination4658-60
Date Published2010 Oct 15
Abstract

Asymmetric copper-catalyzed allylic substitution with methylmagnesium bromide is employed in combination with ring-closing olefin metathesis or ene-yne metathesis to achieve the synthesis of chiral, unsaturated nitrogen heterocycles. The resulting six- to eight-membered chiral heterocycles are accessible in high yields and with excellent enantioselectivities.

DOI10.1152/ajpcell.00277.2012
Alternate JournalOrg. Lett.