N-Fluorenyltryptamines as a Useful Platform for Catalytic Enantioselective Pictet–Spengler Reactions
N-Fluorenyltryptamines as a Useful Platform for Catalytic Enantioselective Pictet–Spengler Reactions
复制标题
N-芴基色胺作为催化对映选择性 Pictet-Spengler 反应的有用平台
DOI：
10.1055/a-1970-4452
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发表时间：
2023
期刊：
影响因子：
--
通讯作者：
Seidel, Daniel
中科院分区：
文献类型：
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作者：
Adili, Alafate;Sole, Aniket V.;Das, Bishwaprava;Matter, Megan E.;Seidel, Daniel
在硫脲-羧酸催化剂的存在下，N-9-芴基色胺与一系列醛进行高度对映选择性的Pictet-Spengler反应。该反应特别适用于芳族醛，容许在所有环位置上的电子多样的取代基。缺电子色胺是可行的底物。芴基保护基的去除容易完成，而不会使产物ee劣化。
In the presence of a thiourea–carboxylic acid catalyst,N-9-fluorenyltryptamines undergo highly enantioselective Pictet–Spengler reactions with a range of aldehydes. The reaction works particularly well with aromatic aldehydes, tolerating electronically diverse substituents in all ring positions. Electron-deficient tryptamines are viable substrates. Removal of the fluorenyl protecting group is readily accomplished without deterioration of product ee.