Concise syntheses of (+)-macrosphelides A and B |
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Authors: | Paek Seung-Mann Seo Seung-Yong Kim Seok-Ho Jung Jong-Wha Lee Yong-Sil Jung Jae-Kyung Suh Young-Ger |
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Institution: | College of Pharmacy, Seoul National University, Korea. |
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Abstract: | reaction: see text]. Unified and highly convergent total syntheses of (+)-macrosphelides A and B are described. Key features of the syntheses include (1) concise synthesis of the optically active delta-hydroxy-gamma-keto alpha,beta-unsaturated acid fragment via the direct addition of a trans-vinylogous ester anion equivalent to the readily available Weinreb amide and (2) facile construction of the 16-membered macrolide core of the macrosphelide series via an intramolecular nitrile-oxide cycloaddition (INOC). |
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