Denmark Scott E, Collins William R
Roger Adams Laboratory, Department of Chemistry, University of Illinois, 600 South Mathews Avenue, Urbana, Illinois 61801, USA.
Org Lett. 2007 Sep 13;9(19):3801-4. doi: 10.1021/ol701617d. Epub 2007 Aug 17.
The concept of Lewis base activation of Lewis acids has been applied to the selenolactonization reaction. Through the use of substoichiometric amounts of Lewis bases with "soft" donor atoms (S, Se, P) significant rate enhancements over the background reaction are seen. Preliminary mechanistic investigations have revealed the resting state of the catalyst as well as the significance of a weak Brønsted acid promoter.
路易斯酸的路易斯碱活化概念已应用于硒内酯化反应。通过使用化学计量以下的具有“软”供体原子(S、Se、P)的路易斯碱,可观察到反应速率比背景反应有显著提高。初步的机理研究揭示了催化剂的静止状态以及弱布朗斯特酸促进剂的重要性。