Synfacts 2007(3): 0245-0245  
DOI: 10.1055/s-2007-968200
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of (+)-Aspicillin

Contributor(s): Philip Kocienski
C. Dubost, I. E. Markó*, T. Ryckmans
Université Catholique de Louvain, Louvain-La-Neuve, Belgium and Pfizer, Sandwich, UK
Further Information

Publication History

Publication Date:
20 February 2007 (online)

Significance

(+)-Aspicillin is a metabolite of the lichen Lecananoracea. The synthesis depicted features two sequential allylmetallation reactions. The first allylstannylation reaction is highly stereoselective giving the adduct D in 97.2% enantiomeric purity.