A total synthesis of xestodecalactone A and proof of its absolute stereochemistry: Interesting observations on dienophilic control with 1,3-disubstituted nonequivalent allenes

被引：0
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作者：
Yoshino, Toshiharu [1 ]
Ng, Fay [1 ]
Danishefsky, Samuel J. [1 ,2 ]
机构：
[1] Department of Chemistry, Columbia University, Havemeyer Hall, 3000 Broadway, New York, NY 10027, United States
[2] Laboratory for Bioorganic Chemistry, Sloan-Kettering Institute for Cancer Research, 1275 York Avenue, New York, NY 10021, United States
来源：
Journal of the American Chemical Society | 2006年 / 128卷 / 43期
关键词：
A concise total synthesis of xestodecalactone A, utilizing a Diels-Alder strategy is described. The focal Diels-Alder reaction relied on an ynoate dienophile to rapidly assemble the required resorcylinic acid scaffold. During this study, Diels-Alder cycloaddition reactions involving 1,3-disubstituted nonequivalent allene dienophiles were studied, and some surprising results were encountered. © 2006 American Chemical Society;
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Journal article (JA)
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页码：14185 / 14191
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