Centre in Green Chemistry and Catalysis, Faculty of Arts and Sciences, Department of Chemistry, Université de Montreal , P.O. Box 6128, Station Downtown, Montreal, Quebec, Canada , H3C 3J7.
Org Lett. 2016 Dec 2;18(23):6046-6049. doi: 10.1021/acs.orglett.6b02982. Epub 2016 Nov 14.
Palladium-catalyzed direct alkenylation of cyclopropyl C-H bonds proceeds in high efficiency. This transformation provides access to novel cyclopropyl-fused azacycles. Ligand studies suggest that bisphosphine monoxide analogues of dppf and rac-BINAP are the active ligand species. Preliminary results support that both BozPhos and IPrMonophos ligands can achieve high enantioinduction for this novel direct alkenylation reaction. To date, this represents the first example of enantioselective C-H functionalization employing a bisphosphine monoxide ligand.
钯催化的环丙基 C-H 键直接烯基化反应具有高效性。这种转化为新型的环丙基稠合氮杂环提供了途径。配体研究表明,dppf 和 rac-BINAP 的双膦氧化物类似物是活性配体物种。初步结果表明,BozPhos 和 IPrMonophos 配体都可以实现这种新型直接烯基化反应的高对映选择性诱导。迄今为止,这代表了首例使用双膦氧化物配体的对映选择性 C-H 官能化反应。