期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 83, 期 2, 页码 644-655出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b02556
关键词
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资金
- National Natural Science Foundation of China [21332005, 21672100]
- Robert A. Welch Foundation [D-1361]
An asymmetric Mannich-type reaction between chiral N-phosphonyl imines and azlactones [oxazol-5(4H)-ones] has been established under convenient conditions at room temperature. The reaction was performed without using any bases, additives, or catalysts to achieve up to excellent chemical yields and diastereoselectivity for 32 examples. The alpha-quaternary syn-alpha,beta-diamino acid products were purified simply by washing the crude mixtures with cosolvents, following the group-assisted purification chemistry/technology, without involving traditional chromatography or recrystalliation methods. The auxiliary can be readily removed and recycled for reuse. The absolute configuration was unambiguously assigned by X-ray structural analysis.
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