Phosphorodiamidic acid as a novel structural motif of brønsted acid catalysts for direct mannich reaction of N-acyl imines with 1,3-dicarbonyl compounds
Phosphorodiamidic acid as a novel structural motif of brønsted acid catalysts for direct mannich reaction of N-acyl imines with 1,3-dicarbonyl compounds
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DOI:
10.1055/s-2005-922783
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发表时间:
2006
期刊:
影响因子:
2
通讯作者:
M. Terada;K. Sorimachi;D. Uraguchi
中科院分区:
文献类型:
--
作者:
M. Terada;K. Sorimachi;D. Uraguchi
Phosphorodiamidic acid 1 was developed as an efficient Bronsted acid catalyst for the direct Mannich reaction of N-acyl imines with 1,3-dicarbonyl compounds. Phosphorodiamidic acids were proposed as a novel structural motif of enantioselective Bronsted acid catalysts because they possess unique features, including the capability of introducing various substituents to the nitrogen atoms and the preparation from readily available chiral diamines in a short step. We demonstrated that chiral phosphorodiamidic acid 1b derived from binaphthalene bis(sulfonamide) functioned as an enantioselective catalyst to give the Mannich product in an optically active form.