Aminative Umpolung cyclization for synthesis of chiral exocyclic vicinal diamines
作者:Feng Liu、Guoqing Zhao、Weiqi Cai、Dongfang Xu、Baoguo Zhao
DOI:10.1039/c8ob02000k
日期:——
various trans-diamines 10 in 84–96% yields with high trans/cis ratios under very mild conditions. This work not only provides an efficient, clean, and mild method for the synthesis of chiral exocyclic vicinal diamines in one step but also represents a new application of aminative Umpolung strategy on intramolecular reactions.
手性胞外邻二胺是生物学和化学上重要的化合物,但它们并不容易制造。在本文中,开发了一种有趣的Umpolung环化过程。带有亲电子手性亚氨基亚胺基团的芳香醛6经过2,2-二苯基甘氨酸(2)的亚胺形成,脱羧和随后的Umpolung环化反应,以84-96%的收率生产各种反式二胺10,具有高反式/顺式在非常温和的条件下的比率。这项工作不仅为一步合成手性环外邻二胺提供了一种高效,清洁,温和的方法,而且代表了胺化Umpolung策略在分子内反应中的新应用。