Tetrahedron letters

Synthesis of the core of apicularen A by transannular conjugate addition

F Hilli, JM White, MA Rizzacasa

文献索引：Hilli, Ferdows; White, Jonathan M.; Rizzacasa, Mark A. Tetrahedron Letters, 2002 , vol. 43, # 47 p. 8507 - 8510

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被引用次数: 34

摘要

The synthesis of the core of the myxobacteria metabolite apicularen A by a novel transannular 1, 4-addition is described. The key step involved acid mediated transannular conjugate addition of the C13 hydroxyl into the α, β-unsaturated ketone in macrolactone 18 to provide the trans-pyranone 19 and the cis-isomer 20 in a ratio of 9: 1, respectively.