An environment-friendly L-prolinamide catalyzed aldol reaction has been developed. The reaction exhibited broad substrate generality, and high yields with good diastereoselectivity were obtained for cyclic ketones.The...An environment-friendly L-prolinamide catalyzed aldol reaction has been developed. The reaction exhibited broad substrate generality, and high yields with good diastereoselectivity were obtained for cyclic ketones.The simplicity of product isolation, usage of water as environmentally benign reaction medium, and the usage of cheap, readily available and recyclable catalyst make this process promising to be developed for large-scale preparation of β-hydroxyl ketones.展开更多
High density of phenyl rings makes PAF-1 have robust structure and highly lipophilic pore, which make it very suitable for organocatalysis. However, there is no report about using PAF-1 as platform for enantioselectiv...High density of phenyl rings makes PAF-1 have robust structure and highly lipophilic pore, which make it very suitable for organocatalysis. However, there is no report about using PAF-1 as platform for enantioselective organocatalysis.In this paper, using PAF-1 as the platform, a chiral prolinamide catalytic site was introduced onto the framework of PAF-1 via a series of stepwise post-synthetic modifications,obtaining a novel PAF-supported chiral catalyst named PAF-1-NHPro. Then its enantioselective catalytic performance was studied by subjecting it to catalyze the model Aldol reaction between p-nitrobenzaldehyde and cyclohexanone.PAF-1-NHPro showed good diastereoselectivity and enantioselectivity with excellent and easy recyclability.展开更多
基金Project supported by the National Natural Science Foundation of China （Nos. 20342007, 20462003, 20452001 and 20421202）.
文摘An environment-friendly L-prolinamide catalyzed aldol reaction has been developed. The reaction exhibited broad substrate generality, and high yields with good diastereoselectivity were obtained for cyclic ketones.The simplicity of product isolation, usage of water as environmentally benign reaction medium, and the usage of cheap, readily available and recyclable catalyst make this process promising to be developed for large-scale preparation of β-hydroxyl ketones.
基金supported by National Basic Research Program of China (2014CB931804)the National Natural Science Foundation of China (21302061 and 21531003)
文摘High density of phenyl rings makes PAF-1 have robust structure and highly lipophilic pore, which make it very suitable for organocatalysis. However, there is no report about using PAF-1 as platform for enantioselective organocatalysis.In this paper, using PAF-1 as the platform, a chiral prolinamide catalytic site was introduced onto the framework of PAF-1 via a series of stepwise post-synthetic modifications,obtaining a novel PAF-supported chiral catalyst named PAF-1-NHPro. Then its enantioselective catalytic performance was studied by subjecting it to catalyze the model Aldol reaction between p-nitrobenzaldehyde and cyclohexanone.PAF-1-NHPro showed good diastereoselectivity and enantioselectivity with excellent and easy recyclability.
