Dedicated to Professor Scott E. Denmark on the occasion of his 65^th birthday.

Published as part of the Special Section dedicated to Scott E. Denmark on the occasion of his 65^th birthday.

Abstract

The title compound was prepared from ethyl acrylate over seven steps. En route, an ester was prepared that could be catalytically activated with Sc(OTf)₃ to undergo a (4+3) cycloaddition with 2,5-dimethylfuran. The title compound reacts with organolithium species and the resultant alkoxide can be trapped as an ester or allowed to experience a silyl shift to produce a highly functionalized ketone.

The title compound was prepared from ethyl acrylate over seven steps. En route, an ester was prepared that could be catalytically activated with Sc(OTf)₃ to undergo a (4+3) cycloaddition with 2,5-dimethylfuran. The title compound reacts with organolithium species and the resultant alkoxide can be trapped as an ester or allowed to experience a silyl shift to produce a highly functionalized ketone.

中文翻译：

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（Z）-2-[（叔丁基二甲基甲硅烷基）氧基] -3-（苯硫基）丙烯醛的合成

献给斯科特E.丹麦教授在他的65之际^个生日。

发布时间为致力于斯科特E.丹麦在他65之际特殊部分的部分^次生日。

抽象的

由丙烯酸乙酯经七个步骤制备标题化合物。在途中，制备了可以用Sc（OTf）₃催化活化以与2，5-二甲基呋喃进行（4 + 3）环加成的酯。标题化合物与有机锂物质反应，所得的醇盐可以酯的形式被捕集，或发生甲硅烷基转移，从而生成高度官能化的酮。

由丙烯酸乙酯经七个步骤制备标题化合物。在途中，制备了可以用Sc（OTf）₃催化活化以与2，5-二甲基呋喃进行（4 + 3）环加成的酯。标题化合物与有机锂物质反应，所得的醇盐可以酯的形式被捕集，或发生甲硅烷基转移，从而生成高度官能化的酮。