Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5274490 | Tetrahedron Letters | 2008 | 4 Pages |
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.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Yusuke Hisanaga, Yuya Asumi, Masaki Takahashi, Yasuhiro Shimizu, Nobuyuki Mase, Hidemi Yoda, Kunihiko Takabe,