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Asymmetric acyl-Mannich reaction of isoquinolines with α-(diazomethyl)phosphonate and diazoacetate catalyzed by chiral Brønsted acids.
Chemical Communications ( IF 4.9 ) Pub Date : 2020-08-18 , DOI: 10.1039/d0cc03201h
Wei Wu 1 , Yan Wang 1 , Jing Guo 1 , Liu Cai 1 , Yuan Chen 1 , Yanmin Huang 2 , Yungui Peng 1
Affiliation  

An efficient asymmetric acyl-Mannich reaction of isoquinolines with α-(diazomethyl)phosphonate and diazoacetate has been developed using chiral spiro phosphoric acids as catalysts. This reaction allowed the construction of a series of chiral 1,2-dihydroisoquinolines bearing a tertiary stereocenter at the C1 position with up to 98% yield and 99% ee.

中文翻译:

手性布朗斯台德酸催化异喹啉与α-(重氮甲基)膦酸酯和重氮乙酸酯的不对称酰基曼尼希反应。

使用手性螺环磷酸作为催化剂,已经开发了异喹啉与α-(重氮甲基)膦酸酯和重氮乙酸酯的有效不对称酰基曼尼希反应。该反应允许构建一系列手性的1,2-二氢异喹啉,在C1位置带有叔立体中心,产率高达98%,ee高达99%。
更新日期:2020-09-24
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