An alkoxide-directed intermolecular [2+2+1] annulation: a three-component coupling reaction for the synthesis of tetrasubstituted alpha,beta-unsaturated gamma-lactams

Martin McLaughlin; Masayuki Takahashi; Glenn C Micalizio

doi:10.1002/anie.200605060

An alkoxide-directed intermolecular [2+2+1] annulation: a three-component coupling reaction for the synthesis of tetrasubstituted alpha,beta-unsaturated gamma-lactams

Angew Chem Int Ed Engl. 2007;46(21):3912-4. doi: 10.1002/anie.200605060.

Authors

Martin McLaughlin¹, Masayuki Takahashi, Glenn C Micalizio

Affiliation

¹ Department of Chemistry, Yale University, 225 Prospect St., New Haven, CT 06520-8107, USA.

Abstract

A regio- and stereoselective cross-coupling reaction is described between internal alkynes and imines that provides selective access to allylic amines and γ-lactams.

Publication types

Research Support, N.I.H., Extramural
Research Support, Non-U.S. Gov't

MeSH terms

Alcohols / chemistry
Heterocyclic Compounds, 1-Ring / chemical synthesis*
Heterocyclic Compounds, 1-Ring / chemistry
Lactams / chemical synthesis*
Lactams / chemistry
Ligands
Molecular Structure
Organometallic Compounds / chemical synthesis
Organometallic Compounds / chemistry
Stereoisomerism

Substances

Alcohols
Heterocyclic Compounds, 1-Ring
Lactams
Ligands
Organometallic Compounds
alkoxyl radical

Abstract

Publication types

MeSH terms

Substances

Grants and funding