A Highly Efficient Large-Scale Asymmetric Direct Intermolecular Aldol Reaction Employing L-Prolinamide as a Recoverable Catalyst

作者：Yang Yang; He Yan Hong; Guan Zhi^*; Huang Wei Da

来源：Advanced Synthesis & Catalysis, 2010, 352(14-15): 2579-2587.

DOI：10.1002/adsc.201000355

• aldol reaction
• asymmetric organocatalysis
• large-scale reaction
• recoverable catalyst

A new, simple bifunctional, recoverable and reusable L-prolinamide organocatalyst that promotes aldol reactions while achieving a respectable level of enantioselectivity is reported. This organocatalyst is applicable to the reactions of a wide range of aromatic and heteroaromatic aldehydes with cyclic and acyclic ketones, and the anti-aldol products could be obtained with up to 99:1 anti/syn ratio and 98% ee. The catalyst can be easily recovered and reused, and only a slight decrease of enantioselectivity was observed for five cycles. This novel catalyst can be efficiently used in large-scale reactions with the enantioselectivity being maintained at the same level, which offers a great possibility for application in industry.

• 出版日期2010-10-4
• 单位西南大学