Cu(I)-catalyzed intramolecular hydroamination of unactivated alkenes bearing a primary or secondary amino group in alcoholic solvents

Hirohisa Ohmiya; Toshimitsu Moriya; Masaya Sawamura

doi:10.1021/ol9007712

Cu(I)-catalyzed intramolecular hydroamination of unactivated alkenes bearing a primary or secondary amino group in alcoholic solvents

Org Lett. 2009 May 21;11(10):2145-7. doi: 10.1021/ol9007712.

Authors

Hirohisa Ohmiya¹, Toshimitsu Moriya, Masaya Sawamura

Affiliation

¹ Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060-0810, Japan.

PMID: 19379007
DOI: 10.1021/ol9007712

Abstract

The Cu-Xantphos system [Cu(O-t-Bu)-Xantphos, 10-15 mol %] catalyzes the intramolecular hydroamination of unactivated terminal alkenes bearing an unprotected aminoalkyl substituent in alcoholic solvents, giving pyrrolidine and piperidine derivatives in excellent yields. This system is applicable to both primary and secondary amines and tolerates a variety of functional groups.