Concise Synthesis of Chafurosides A and B

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• 作者：Takumi Furuta ; Miho Nakayama ; Hirotaka Suzuki ; Hiroko Tajimi ; Makoto Inai ; Haruo Nukaya ; Toshiyuki Wakimoto ; Toshiyuki Kan
• 刊名：Organic Letters
• 出版年：2009
• 出版时间：June 4, 2009
• 年：2009
• 卷：11
• 期：11
• 页码：2233-2236
• 全文大小：167K
• 年卷期：v.11,no.11(June 4, 2009)
• ISSN：1523-7052

文摘

The regioselective synthesis of chafurosides A (1) and B (2) from the same methyl ketone 5 was accomplished using a novel protecting group strategy. Both flavone rings were constructed from β-diketone intermediate 4, which was readily obtained by condensation of an acyl donor and ketone 5. Construction of the dihydrofuran ring was achieved via an intramolecular Mitsunobu reaction.