Synthesis of chiral aspyrone, a multi-functional dihydropyranone antibiotic

T Sugiyama, T Murayama, K Yamashita…

文献索引：Sugiyama; Murayama; Yamashita; Oritani Bioscience, biotechnology, and biochemistry, 1995 , vol. 59, # 10 p. 1921 - 1924

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被引用次数: 8

摘要

Aspyrone (1) was elaborated in an optically pure form by a key reaction involving the highly diastereoselective addition of tetrahydropyranone enol ate to 2-tosyloxy-aldehyde and the subsequent in situ formation of an epoxide. ... Synthetic work on biologically active 5-oxygenated dihydropyranones osmundalactone (2),1) phomalactone (3),2) acetylphomalactone (4),2.3) asperlin (5),2.3) and their isomers directed our interest toward the chiral synthesis of more complex congener aspyrone (1). This ...