Aix-Marseille Université, Centrale Marseille, CNRS, iSm2 UMR 7313, 13397, Marseille (France), Fax: (+33) 491 289 187.
Chemistry. 2014 Jan 7;20(2):410-5. doi: 10.1002/chem.201303613. Epub 2013 Dec 4.
α,β-Unsaturated acyl cyanides are key bis-electrophile substrates for successful domino enantioselective organocatalyzed Michael-intramolecular acylation domino sequences. This new reactivity has been applied to the synthesis of enantioenriched azaspiro[4,5]decanone ring systems by a formal [3+3]spiroannulation, constituting a rare example of synthesis of glutarimides in an optically active form.
α,β-不饱和酰基氰化物是成功的多米诺对映选择性有机催化迈克尔-分子内酰化多米诺序列的关键双亲电试剂底物。这种新的反应性已应用于通过形式[3+3]螺环化反应来合成对映体富集的氮杂螺[4.5]癸酮环系统,构成了以光学活性形式合成戊二酰亚胺的罕见实例。