Format

Send to

Choose Destination
Org Lett. 2013 Jul 19;15(14):3642-5. doi: 10.1021/ol4015199. Epub 2013 Jul 5.

Diazoacetoacetate enones for the synthesis of diverse natural product-like scaffolds.

Author information

1
Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA.

Abstract

Diazoacetoacetate enones are a new class of Michael acceptors that enable the efficient construction of natural product-like scaffolds. Through their Michael addition reactions, including those with silyl enol ethers, indoles, pyrroles, and amines, δ-functionalized diazoacetoacetates are formed in high yield and with overall operational efficiency. Subsequent catalytic dinitrogen extrusion reactions provide access to a diverse series of natural product-like carbo- and heterocyclic ring systems in only three steps from commercial materials.

PMID:
23829448
PMCID:
PMC3806194
DOI:
10.1021/ol4015199
[Indexed for MEDLINE]
Free PMC Article

Supplemental Content

Full text links

Icon for American Chemical Society Icon for PubMed Central
Loading ...
Support Center