Synthesis of 3-(aryl)alkenyl-beta-lactams by an efficient application of olefin cross-metathesis on solid support

Sebastian A Testero; Ernesto G Mata

doi:10.1021/ol061786u

Synthesis of 3-(aryl)alkenyl-beta-lactams by an efficient application of olefin cross-metathesis on solid support

Org Lett. 2006 Oct 12;8(21):4783-6. doi: 10.1021/ol061786u.

Authors

Sebastian A Testero¹, Ernesto G Mata

Affiliation

¹ Instituto de Química Organica de Síntesis. Facultad de Ciencias Bioquímicas y Farmacéuticas, Universidad Nacional de Rosario-CONICET, Suipacha 531, S2002LRK Rosario, Argentina.

PMID: 17020302
DOI: 10.1021/ol061786u

Abstract

[reaction: see text] An efficient cross-metathesis on solid support for the synthesis of beta-lactam analogues of cholesterol absorption inhibitors is described. The applied strategy allows the introduction of diversity in positions 3 and 4 of the beta-lactam ring with excellent 3,4-trans selectivity and complete E selectivity at the C-3 side chain.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alkenes / chemical synthesis*
Alkenes / chemistry
Alkenes / pharmacology
Anticholesteremic Agents / chemical synthesis*
Anticholesteremic Agents / chemistry
Anticholesteremic Agents / pharmacology
Catalysis
Molecular Structure
beta-Lactams / chemical synthesis*
beta-Lactams / chemistry
beta-Lactams / pharmacology

Substances

Alkenes
Anticholesteremic Agents
beta-Lactams