Department of Chemistry, Georgetown University , 37th and O Streets, Washington, D.C. 20057, United States.
Org Lett. 2018 Feb 2;20(3):892-895. doi: 10.1021/acs.orglett.8b00039. Epub 2018 Jan 23.
Asymmetric thiourea and squaramide catalysis provides access to synthetically versatile α-oxetanyl and α-azetidinyl alkyl halides exhibiting a tetrasubstituted chiral carbon center with high yields and enantioselectivities. The products are readily transformed with negligible erosion of enantiopurity and excellent diastereoselectivity to a diverse group of multifunctional compounds including fluorooxindoles with two contiguous chirality centers, fluorinated heterocyclic spiranes, and polyspiro compounds.
不对称硫脲和瓜环酰胺催化提供了合成多功能的α-氧杂环丁烷基和α-氮杂环丁烷基卤化物的途径，这些化合物具有高收率和对映选择性的四取代手性碳原子中心。这些产物可以很容易地转化，几乎没有对映纯度的损失，并且具有极好的非对映选择性，可以转化为包括具有两个连续手性中心的氟代吲哚啉、氟化杂环螺环和多螺环化合物在内的多种多功能化合物。
