Fan Sun, Bo-Xuan Yao, Siyi Wang, Bolin Ji*, Shao-Fei Ni* and Weiping Liu*,
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引用次数: 0
Abstract
Owing to the prevalence of chiral amines in natural products and pharmaceuticals, we developed an iron-catalyzed borrowing hydrogen enantioconvergent amination of alcohols in the presence of chiral phosphoric acid. This protocol effectively converts a range of secondary alcohols and amines, tolerating numerous functional groups, including hydroxyl, cyano, ester, and boronate groups, into chiral amines with high to excellent yields (up to 99%) and enantioselectivities (up to 99% ee). Notably, the compatibility with peptides, including di- and tripeptides, offers new possibilities for exploring chemical transformations in biological contexts. Mechanistic studies revealed a hydrogen-borrowing pathway, with DFT calculations further elucidating the crucial role of the chiral environment (pocket) in controlling enantioselectivity.
期刊介绍:
The flagship journal of the American Chemical Society, known as the Journal of the American Chemical Society (JACS), has been a prestigious publication since its establishment in 1879. It holds a preeminent position in the field of chemistry and related interdisciplinary sciences. JACS is committed to disseminating cutting-edge research papers, covering a wide range of topics, and encompasses approximately 19,000 pages of Articles, Communications, and Perspectives annually. With a weekly publication frequency, JACS plays a vital role in advancing the field of chemistry by providing essential research.