Enantioselective Synthesis of the R-Enantiomer of the Feeding Deterrent (S)-Ypaoamide

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• 作者：Jie Chen ; Pei-Qiang Huang ; Yves Queneau
• 刊名：Journal of Organic Chemistry
• 出版年：2009
• 出版时间：October 2, 2009
• 年：2009
• 卷：74
• 期：19
• 页码：7457-7463
• 全文大小：928K
• 年卷期：v.74,no.19(October 2, 2009)
• ISSN：1520-6904

文摘

The enantioselective synthesis of the R-enantiomer of the marine natural product (S)-ypaoamide (5) is reported. The synthesis features both a flexible racemization-free approach to the 5-substituted 3-pyrrolin-2-one segment, and a lipase (CCL)-promoted deacetylation reaction to reach the orthogonal deprotection. Through this work the absolute configuration of the natural ypaoamide was determined as S.