Details

Autor(en) / Beteiligte

• Snider, Barry B
• Hawryluk, Natalie A

Titel

Synthesis of the Hydroazulene Ring System of Guanacastepene

Ist Teil von

• Organic letters, 2001-02, Vol.3 (4), p.569-572

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

2001

Quelle

MEDLINE

Beschreibungen/Notizen

• A 12-step synthesis of 26, the functionalized hydroazulenone ring of guanacastepene (1), has been completed using the EtAlCl2-initiated cyclization of γ,δ-unsaturated ketone 13 to construct 2,2,3-trisubstituted cyclopentanone 14, the palladium-catalyzed coupling of vinylmagnesium bromide with enol triflate 17 to prepare triene 21, and olefin metathesis of triene 21 to form the key hydroazulene 20.