A 4-pot telescoped procedure to prepare oxetane-3-carboxaldehyde and methyl oxetane-3-carboxylate was developed using readily available starting materials. Classical homologation methods applied to oxetane-3-one proved challenging due to the sensitivity of the oxetane ring toward strongly oxidative, basic and acidic conditions. Subsequently, a mild homologation sequence was developed. The key steps involve a Tsuji hydrogenolysis of an allylic acetate, osmium-free dihydroxylation and oxidative cleavage. Although methyl oxetane-3-carboxylate is marketed by a small number of specialty chemical companies, this work represents the first published preparation of this vital building block.

使用容易获得的起始原料，开发了一种四锅伸缩方法，用于制备氧杂环丁烷-3-甲醛和氧杂环丁烷-3-羧酸甲酯。由于氧杂环丁烷环对强氧化性，碱性和酸性条件的敏感性，应用于氧杂环丁烷3-one的经典同源方法证明具有挑战性。随后，开发了温和的同源序列。关键步骤包括对烯丙基乙酸酯的Tsuji氢解，无的二羟基化和氧化裂解。尽管3-氧杂环丁烷-3-羧酸甲酯是由少数专业化学品公司销售的，但这项工作代表了这一重要基础材料的首次公开发表。