A highly enantioselective synthesis of 3,4-diaminochroman-2-ones has been realized via the domino reaction of o-hydroxy aromatic aldimines and azlactones. Notably, a cis-product was obtained as the major product by the use of guanidine 2a whereas a trans-product was the major product with bisguanidium salt 3•HBArF4. In two cases, various substituted 3,4-dihydrocoumarins were obtained with high yields
通过邻羟基芳族醛亚胺和a内酯的多米诺反应,已经实现了对3,4-二氨基苯并二氢吡喃-2-酮的高度对映选择性的合成。值得注意的是,通过使用胍2a获得了顺式产物作为主要产物,而反式产物是双胍盐3•HBAr F 4的主要产物。在两种情况下,以高收率(高达99%),出色的对映选择性(高达99%ee)和非对映选择性(高达> 99:1顺式:反式和98:2 )获得了各种取代的3,4-二氢香豆素。反式:顺式,分别)在温和的反应条件下。
The [4+1] cyclization reaction of 2-hydroxylimides and trimethylsulfoxonium iodide for the synthesis of 3-amino-2,3-dihydrobenzofurans
作者:Zhongxue Fang、Yujie Zhang、Yongsheng Guo、Qihao Jin、Hongyue Zhu、Hongsen Xiu、Zhenhua Liu、Yu Wang
DOI:10.1039/d2nj03131k
日期:——
The [4+1] cyclization reaction of 2-hydroxylimides and trimethylsulfoxonium iodide was investigated.
研究了 2-羟基亚胺与三甲基碘化锍的 [4+1] 环化反应。
Abramenko; Chernega; Ardanova, Russian Journal of Inorganic Chemistry, 2002, vol. 47, # 6, p. 816 - 824