Function-Oriented Synthesis: Studies Aimed at the Synthesis and Mode of Action of 1-Alkyldaphnane Analogues

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• 作者：Paul A. Wender ; Noel D'Angelo ; Vassil I. Elitzin ; Martin Ernst ; Eileen E. Jackson-Ugueto ; John A. Kowalski ; Sharon McKendry ; Markus Rehfeuter ; Robert Sun ; David Voigtlaender
• 刊名：Organic Letters
• 出版年：2007
• 出版时间：April 26, 2007
• 年：2007
• 卷：9
• 期：9
• 页码：1829 - 1832
• 全文大小：109K
• 年卷期：v.9,no.9(April 26, 2007)
• ISSN：1523-7052

文摘

An efficient synthetic route to the ABC tricyclic core of 1-alkyldaphnanes has been developed. The conformational bias imparted by theC6-C9 oxo-bridge of BC-ring system 12 was used to elaborate the ABC-ring system precursor including the introduction of the -C5 hydroxylgroup. A completely diastereoselective palladium-catalyzed enyne cyclization was then employed to establish the A-ring with a C1 appendage.