Facile preparation of optically pure diamines and their applications in asymmetric aldol reactions |
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Authors: | Quan-Zhong Liu Xue-Lian Wang Bao-Lei Zheng |
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Affiliation: | a Laboratory of Applied Chemistry and Pollution Control Technology, College of Chemistry and Chemical Engineering, China West Normal University, Nanchong 637002, China b Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei 230026, China |
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Abstract: | A family of optically pure diamines with tertiary-primary amine motif has been synthesized from optically pure binaphthol and amino acids. The catalysts are highly tunable in structure and has demonstrated high efficiency in direct aldol reactions. Thus, a variety of aldehydes or methyl 2-oxoacetates reacted with acetone in the presence of 10 mol % of catalyst and 20 mol % TFA, furnishing the desired alcohols in up to 99% yield with excellent enantioselectivities (up to 96% ee). |
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