Enantioselective Total Synthesis of (−)- and (+)-Petrosin

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• 作者：Hiroki Toya ; Kentaro Okano ; Kiyosei Takasu ; Masataka Ihara ; Atsushi Takahashi ; Haruo Tanaka ; Hidetoshi Tokuyama
• 刊名：Organic Letters
• 出版年：2010
• 出版时间：November 19, 2010
• 年：2010
• 卷：12
• 期：22
• 页码：5196-5199
• 全文大小：288K
• 年卷期：v.12,no.22(November 19, 2010)
• ISSN：1523-7052

文摘

The enantioselective total synthesis of (−)- and (+)-petrosin is described. The union of two key segments was executed by Suzuki−Miyaura coupling. The quinolizidine rings were stereoselectively constructed via a diastereoselective Mannich reaction and an aza-Michael reaction. The 16-membered ring was constructed by ring-closing metathesis with the second-generation Grubbs catalyst.