Inspired by the chemistry and biology of butyrolactones, pyrrolidines, and chromanones, we successfully developed a simple domino 1,3-dipolar cycloaddition of homoserine-lactone-derived azomethine ylides for the construction of biologically important spiro[butyrolactone–pyrrolidine–chromanone] hybrids in the presence of Et3N as a catalyst under mild conditions. The reaction is based on the application of carboxylic-acid-activated chromones as dienophiles, followed by a decarboxylation process. This reaction displayed good substrate tolerance and gave the desired products in moderate to good yields with high diastereoselectivities (up to 85% yield and >20:1 diastereomeric ratio) via an exo-transition state. This is the first example of an introduction of a chromanone moiety into a spiro[butyrolactone-pyrrolidine] framework, which might be valuable in medicinal chemistry.

中文翻译：

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脱羧、非对映选择性和外选择性 1,3-偶极环加成以多样性为导向构建结构螺[丁内酯-吡咯烷-色甘酮]杂化物

受丁内酯、吡咯烷和色满酮的化学和生物学的启发，我们成功地开发了一种简单的多米诺 1,3-偶极环加成反应，用于构建具有生物学重要意义的螺[丁内酯-吡咯烷-色满酮]杂合体。在温和条件下存在 Et3N 作为催化剂。该反应基于羧酸活化的色酮作为亲二烯体的应用，然后是脱羧过程。该反应显示出良好的底物耐受性，并通过外转移状态以中等至良好的产率和高非对映选择性（高达 85% 的产率和 >20:1 的非对映体比率）得到所需产物。这是将色满酮部分引入螺[丁内酯-吡咯烷]骨架的第一个例子，