Catalytic Additions of Acylsilanes to Imines: An Acyl Anion Strategy for the Direct Synthesis of α-Amino Ketones
2004; American Chemical Society; Volume: 6; Issue: 23 Linguagem: Inglês
10.1021/ol0481129
ISSN1523-7060
AutoresAnita E. Mattson, Karl A. Scheidt,
Tópico(s)Asymmetric Hydrogenation and Catalysis
ResumoThe addition of acylsilanes to imines catalyzed by neutral carbenes (or zwitterions) generated in situ from readily available thiazolium salts is described. The general reaction successfully utilizes acylsilanes as carbonyl anion precursors and is tolerant of a range of structural diversity on the acylsilane or imine electrophile. The overall reaction utilizes easily available precursors and directly accesses protected alpha-amino ketones in the correct oxidation state.
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