2015年12月
Total Synthesis of (-)-Lepadiformine A Utilizing Hg(OTf)(2)-Catalyzed Cycloisomerization Reaction
ORGANIC LETTERS
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- 巻
- 17
- 号
- 23
- 開始ページ
- 5772
- 終了ページ
- 5775
- 記述言語
- 英語
- 掲載種別
- 研究論文(学術雑誌)
- DOI
- 10.1021/acs.orglett.5b02867
- 出版者・発行元
- AMER CHEMICAL SOC
A cytotoxic marine alkaloid (-)-lepadiformine A (1) possesses a unique structure characterized by the trans-1-azadecalin All ring system fused with the AC spiro-cyclic ring. In this research, we found that a cycloisomerization reaction from amino ynone 2 to a 1-azaspiro[4.5]decane skeleton 3, corresponding to the AC ring system of 1, is promoted by Hg(OTf)(2). Thus, we have accomplished the efficient total synthesis of (-)-lepadiformine A in 28% overall yield by featuring the novel Hg(OTf)(2)-catalyzed cycloisomerization.
- リンク情報
- ID情報
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- DOI : 10.1021/acs.orglett.5b02867
- ISSN : 1523-7060
- eISSN : 1523-7052
- PubMed ID : 26584002
- Web of Science ID : WOS:000366152000013