First approach to the frondosin C ring system via a tandem cyclization/Claisen rearrangement sequence

Isamir Martínez; Philip E Alford; Timo V Ovaska

doi:10.1021/ol050144o

First approach to the frondosin C ring system via a tandem cyclization/Claisen rearrangement sequence

Org Lett. 2005 Mar 17;7(6):1133-5. doi: 10.1021/ol050144o.

Authors

Isamir Martínez¹, Philip E Alford, Timo V Ovaska

Affiliation

¹ Department of Chemistry, Connecticut College, 270 Mohegan Avenue, New London, Connecticut 06320, USA.

PMID: 15760157
DOI: 10.1021/ol050144o

Abstract

[reaction: see text] A one-pot tandem 5-exo cyclization/Claisen rearrangement strategy is utilized as the key step in the straightforward construction of the tetracyclic ring system of frondosin C. This reaction is done under microwave irradiation in the presence of catalytic MeLi.

Publication types

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

MeSH terms

Catalysis
Cyclization
Heterocyclic Compounds, 4 or More Rings / chemical synthesis*
Heterocyclic Compounds, 4 or More Rings / chemistry*
Indicators and Reagents
Molecular Structure

Substances

Heterocyclic Compounds, 4 or More Rings
Indicators and Reagents
frondosin C