手性脯氨醇-胍盐协同催化体系高对映选择性合成α-叠氮-β-羟甲基酮
Highly enantioselective synthesis of α-azido-β-hydroxy methyl ketones catalyzed by a cooperative proline-guanidinium salt system.
机构信息
Departamento de Química Orgánica e Inorgánica, Universidad de Oviedo, C/Julián Clavería 8, 33006, Oviedo, Spain.
出版信息
Chem Commun (Camb). 2014 Mar 11;50(20):2598-600. doi: 10.1039/c3cc49371g.
PMID:24468918
Abstract
The combined activity of (S)-proline and an achiral tetraphenylborate TBD-derived guanidinium salt permits the aldol reaction between azidoacetone and aromatic, or heteroaromatic aldehydes. The α-azido-β-hydroxy methyl ketones obtained as products can be isolated in good yield, with high diastereo- and enantioselectivity.
摘要
（S）-脯氨酸与非手性四苯硼酸盐 TBD 衍生的胍盐的联合活性可以实现叠氮丙酮与芳香族或杂芳族醛之间的Aldol 反应。得到的α-叠氮-β-羟甲基酮作为产物可以以高收率、高非对映选择性和对映选择性分离出来。
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