Dual-Activation Asymmetric Strecker Reaction of Aldimines and Ketimines Catalyzed by a Tethered Bis(8-quinolinolato) Aluminum Complex
作者:Joshua P. Abell、Hisashi Yamamoto
DOI:10.1021/ja907268g
日期:2009.10.28
aldimines and ketimines. Although catalytic asymmetric addition of cyanide to imines to generate alpha-amino-protected nitriles (the Strecker reaction) has been extensively studied in the past, alternative, easier-to-handle reagents for this process are required for modern organic synthesis. To date, there are a limited number of reports utilizing alternative sources of cyanide other than KCN/HCN or TMSCN
发现铝配合物对于将氰化物添加到醛亚胺和酮亚胺中具有高产率和对映选择性。尽管过去已经广泛研究了将氰化物催化不对称加成到亚胺以生成 α-氨基保护的腈(Strecker 反应),但现代有机合成需要用于该过程的替代性、更易于处理的试剂。迄今为止,在这一重要反应中使用除 KCN/HCN 或 TMSCN 之外的其他氰化物来源的报告数量有限。本催化剂使用氰基甲酸乙酯作为氰化物源为芳族、杂芳族和脂族醛亚胺和酮亚胺提供均匀的高对映选择性。