Photochemistry Department, Chemical Industries Research Division, National Research Center , Dokki, 12622 Giza, Egypt.
J Org Chem. 2016 Oct 21;81(20):9983-9991. doi: 10.1021/acs.joc.6b01795. Epub 2016 Oct 3.
A short synthesis of all four stereoisomers of 3-amino-2-oxetanecarboxylic acid (oxetin) is described. The oxetane core is built using a Paternò-Büchi photochemical [2 + 2] cycloaddition; from the key intermediates, complementary resolution protocols provide access to enantiomerically pure oxetin and epi-oxetin on gram-scale.
本文描述了 3-氨基-2-氧杂环丁烷羧酸(氧杂环丁烷)所有四个立体异构体的简短合成。使用 Paternò-Büchi 光化学 [2 + 2] 环加成反应构建氧杂环丁烷核;从关键中间体出发,互补的拆分方案可在克级规模上获得对映体纯的氧杂环丁烷和表氧杂环丁烷。