Yusuke Hisanaga, Yuya Asumi, Masaki Takahashi
Jan 14, 2008
Citations
0
Influential Citations
8
Citations
Journal
Tetrahedron Letters
Abstract
Abstract A practical synthesis of ( E )-2-cyclopentadecen-1-one ( E )- 2 which is an important precursor of macrocyclic muscone ( 1 ) was investigated. Olefination of 2-mesyloxycyclopentadecanone ( 7c ) with strong acid such as sulfuric acid or trifluoromethanesulfonic acid afforded the desired ( E )- 2 in high yield with extremely high stereoselectivity, which was treated with methylmagnesium cuprate to furnish the dl -muscone in good yield.