Department of Life Science and Applied Chemistry, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan.
Department of Chemistry, Graduate School of Science, Osaka University, 1-1 Machikaneyama, Toyonaka, Osaka 560-0043, Japan.
Org Lett. 2021 Mar 19;23(6):2104-2108. doi: 10.1021/acs.orglett.1c00259. Epub 2021 Mar 2.
The enantioselective reaction of 2-azirines with oxazol-5-(4)-ones (oxazolones) using a cinchona alkaloid sulfonamide catalyst has been developed. The reaction proceeded at the C-2 position of oxazolones to afford products with consecutive tetrasubstituted stereogenic centers in high yield with high diastereo- and enantioselectivity. The obtained aziridines were converted into various chiral compounds without loss of enantiopurity.
手性奎宁衍生砜酰胺催化剂促进 2-氮杂环丙烷与恶唑-5(4H)-酮（恶唑酮）的对映选择性反应。该反应在恶唑酮的 C-2 位进行，以高产率和高非对映选择性和对映选择性得到具有连续四个立体中心的产物。获得的氮丙啶在不损失对映体纯度的情况下转化为各种手性化合物。
