Stereoselective synthesis of cyercene A and the placidenes

Guangxin Liang; Aubry K Miller; Dirk Trauner

doi:10.1021/ol047542w

Stereoselective synthesis of cyercene A and the placidenes

Org Lett. 2005 Mar 3;7(5):819-21. doi: 10.1021/ol047542w.

Authors

Guangxin Liang¹, Aubry K Miller, Dirk Trauner

Affiliation

¹ Center for New Directions in Organic Synthesis, Department of Chemistry, University of California-Berkeley, Berkeley, CA 94720. USA.

PMID: 15727449
DOI: 10.1021/ol047542w

Abstract

Members of a family of alpha-methoxy-gamma-pyrone-containing polypropionate natural products have been stereoselectively synthesized. Two key iodovinyl pyrone building blocks were coupled to appropriately selected vinyl stannanes to assemble the highly substituted polyene side chains of the natural products. [structure: see text]

Publication types

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

MeSH terms

Biological Products / chemical synthesis*
Catalysis
Indicators and Reagents
Molecular Structure
Pyrones / chemical synthesis*
Stereoisomerism

Substances

Biological Products
Indicators and Reagents
Pyrones
cyercene A

Grants and funding

R01 GM 067636/GM/NIGMS NIH HHS/United States