Details

Autor(en) / Beteiligte

• Deng, Youqian
• Shi, Yunlong
• Ma, Shengming

Titel

An Efficient Synthesis of 2,5-Dihydrofuran-Fused Bicyclic Skeletons via the Pd(II)-Catalyzed Tandem-Cyclization Reaction of 1,ω-Bisallenols

Ist Teil von

• Organic letters, 2009-03, Vol.11 (6), p.1205-1208

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

2009

Quelle

MEDLINE

Beschreibungen/Notizen

• A palladium(II)-catalyzed tandem double-cyclization reaction of 1,ω-bisallenols was developed to form 2,5-dihydrofuran-fused bicyclic skeletons. With “unsymmetric” substrates, the reaction may also be realized with one hydroxyl group being protected as the acetate. Optically active bicyclic products were prepared by applying the Novozym-435 catalyzed kinetic resolution and the tandem double cyclization of these optically active allenol-allenyl acetates. The reaction may proceed via an oxypalladation, insertion, and elimination process.