Premium
A Secondary Amine Amide Organocatalyst for the Asymmetric Nitroaldol Reaction of α‐Ketophosphonates
Author(s) -
Chen Xiaohong,
Wang Jun,
Zhu Yin,
Shang Deju,
Gao Bo,
Liu Xiaohua,
Feng Xiaoming,
Su Zhishan,
Hu Changwei
Publication year - 2008
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200801958
Subject(s) - amide , amine gas treating , chemistry , organic chemistry
Mild conditions : A secondary amine–amide organocatalyst 1 has been applied in the asymmetric Henry reaction of α‐ketophosphonates. A series of aromatic, heteroaromatic, and aliphatic α‐ketophosphonates can be converted into the desired α‐hydroxy‐β‐nitrophosphonates in moderate to high yields with excellent enantioselectivities (up to 99 % ee ) under mild conditions. The mechanism of reaction was investigated by theoretical calculations.