Yamaguchi-Type Lactonization as a Key Step in the Synthesis of Marine Metabolites: (+)-Luffalactone
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- 作者：Pilar Basabe ; Olga Bodero ; Isidro S. Marcos ; David Dez ; Araceli Blanco ; Mnica de Romn ; Julio G. Urones
- 刊名：Journal of Organic Chemistry
- 出版年：2009
- 出版时间：October 16, 2009
- 年：2009
- 卷：74
- 期：20
- 页码：7750-7754
- 全文大小：776K
- 年卷期：v.74,no.20(October 16, 2009)
- ISSN：1520-6904
文摘
A Yamaguchi-type cyclization of 5 and subsequent photochemical oxidation of the furanic ring are the key steps in the first synthesis of the marine metabolite (+)-luffalactone 4 and its epimer at C-16, 16-epi-luffalactone, 27. With this work, we have successfully established the absolute configuration of the natural product. The key intermediate 5 was obtained from the easily accessible diacetate 6a/6b.