The synthesis of 3-hydroxy-2,4,8-trimethyldec-8-enolides and an approach to 3,4-dihydroxy-2,4,6,8-tetramethyldec-8-enolide.
作者： José Manuel Botubol-Ares , María Jesús Durán-Peña , Antonio José Macías-Sánchez , JR Hanson , IG Collado
DOI: 10.1039/C4OB01792G
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摘要: The synthesis of several derivatives 3-hydroxy-2,4,8-trimethyldec-8-enolide and attempts at the 3,4-dihydroxy-2,4,6,8-tetramethyldec-8-enolide (1), a structure which has been assigned to metabolite phytopathogenic fungus, Botrytis cinerea, gave products whose spectroscopic data had significant differences from those reported for natural product 1. rare 11-membered lactone rings were constructed by ring-closing metathesis reactions. increase in conformational restrictions imposed substituents high influence on stereochemistry reaction gives rise decrease yield lactones. predominant alkene was obtained (Z)-isomer. observed between synthesized lactones its acetylated derivative 26a allowed us revise 1 that γ-butyrolactone 26.
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