Institute of Chemical Research of Catalonia (ICIQ) , Barcelona Institute of Science and Technology , Av. Països Catalans 16 , 43007 Tarragona , Spain.
Departament de Química Analítica i Química Orgànica , Universitat Rovira i Virgili , C/Marcel·li Domingo s/n , 43007 Tarragona , Spain.
Org Lett. 2018 Jul 20;20(14):4341-4345. doi: 10.1021/acs.orglett.8b01791. Epub 2018 Jul 5.
Through the design of a second generation of more reactive 7-substituted 1,3,5-cycloheptatrienes, a room-temperature gold(I)-catalyzed retro-Buchner-cyclopropanation sequence and the first zinc(II)-catalyzed version of this process, which uses inexpensive ZnBr as catalyst, have been developed. This led to a broad-scope cyclopropanation of both activated and unactivated alkenes, including late-stage derivatization of biologically relevant compounds, and to the total synthesis of (±)-lactobacillic acid.
通过设计第二代更具反应性的 7-取代 1,3,5-环庚三烯,开发了一种室温金(I)催化的反 Buchner-环丙烷化序列和该过程的第一个锌(II)催化版本,该版本使用廉价的 ZnBr 作为催化剂。这导致了活化和非活化烯烃的广泛环丙烷化,包括生物相关化合物的后期衍生化,并实现了(±)-乳杆菌酸的全合成。