氢胺化
化学
区域选择性
二胺
对映选择合成
组合化学
级联反应
催化作用
羟胺
产量(工程)
立体化学
有机化学
材料科学
冶金
作者
Jian Zhou,Qingjing Yang,Chi‐Sing Lee,Jun Wang
标识
DOI:10.1002/anie.202202160
摘要
Despite the widespread existence of chiral 1,4-diamines in bioactive molecules and their applications in asymmetric catalysis, the catalytic and asymmetric synthesis of such structures from readily accessible substrates remains a long-standing challenge. Here, we report a Cu-catalyzed asymmetric cascade hydroamination protocol to construct a wide range of chiral 1,4-diamine derivatives in high yields with excellent enatioselectivities (up to 95 % yield and up to >99 % ee). The use of two hydroxylamine esters containing different functionalized amino groups allowed us to increase the complexity of the final 1,4-diamine structures. The desired products could be easily transformed into chiral 1,4-diamines and chiral NH2 -Terfenadine. Mechanistic study demonstrates that this reaction proceeds through hydroamination ring-opening and cascade hydroamination sequence.
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