Stereoselective Synthesis of the Butyrolactone and the Oxazoline/Furan Fragment of Leupyrrin A1

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• 作者：Thomas Debnar ; Tongtong Wang ; Dirk Menche
• 刊名：Organic Letters
• 出版年：2013
• 出版时间：June 7, 2013
• 年：2013
• 卷：15
• 期：11
• 页码：2774-2777
• 全文大小：300K
• 年卷期：v.15,no.11(June 7, 2013)
• ISSN：1523-7052

文摘

Stereoselective syntheses of the Northern and the Southern fragments 2 and 3 of leupyrrin A₁ are reported. The convergent preparation of 2 is highlighted by a zirconocene-mediated one-pot cyclization鈥搑egioselective opening of an advanced diyne while the route to 3 involves a Krische allylation and a one-pot Sharpless dihydroxylation鈥揷yclization. Comparison of the spectroscopic data with those reported for the natural product supports a relative stereochemical assignment within these heterocycles.