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Non-racemizing synthesis and stereoselective reduction of chiral α-amino ketones

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Citation

Reetz, M. T., Drewes, M. W., Lennick, K., & Holdgrün, X. (1990). Non-racemizing synthesis and stereoselective reduction of chiral α-amino ketones. Tetrahedron: Asymmetry, 1(6), 375-378. doi:10.1016/0957-4166(90)90037-B.


Cite as: https://hdl.handle.net/21.11116/0000-000E-7CC6-8
Abstract
α-Amino acids can be doubly benzylated at nitrogen, forming N,N-dibenzyl amino acids which can be converted into α-amino ketones 4 without appreciable racemization. The latter undergo stereoselective reduction with NaBH4 under non-chelation control to form amino alkohols 5.