Tandem directed lithiations of N-Boc-1,2-dihydropyridines toward highly functionalized 2,3-dihydro-4-pyridones

Damian W Young; Daniel L Comins

doi:10.1021/ol052313a

Tandem directed lithiations of N-Boc-1,2-dihydropyridines toward highly functionalized 2,3-dihydro-4-pyridones

Org Lett. 2005 Dec 8;7(25):5661-4. doi: 10.1021/ol052313a.

Authors

Damian W Young¹, Daniel L Comins

Affiliation

¹ Department of Chemistry, North Carolina State University, Raleigh, North Carolina 27695-8204, USA.

PMID: 16321016
DOI: 10.1021/ol052313a

Abstract

[chemical reaction: see text]. Sequential tandem directed lithiations of an N-Boc-4-methoxy-1,2-dihydropyridine have been achieved, leading to C-5,C-6 disubstituted dihydropyridones on acidic workup. The chlorine atom of the dihydropyridone products can in turn be substituted giving rise to diverse substituents at C-6.

Publication types

Research Support, N.I.H., Extramural

MeSH terms

Catalysis
Hydrocarbons, Chlorinated / chemical synthesis*
Hydrocarbons, Chlorinated / chemistry
Lithium / chemistry*
Molecular Structure
Pyridines / chemistry*
Pyridones / chemical synthesis*
Pyridones / chemistry*

Substances

Hydrocarbons, Chlorinated
Pyridines
Pyridones
Lithium

Grants and funding

GM 34442/GM/NIGMS NIH HHS/United States