Enantioselective synthesis of N-Boc-2,2-dimethyloxazolidine-5-carbaldehydes, versatile precursors of dipeptide isosteres
1998; Elsevier BV; Volume: 39; Issue: 10 Linguagem: Inglês
10.1016/s0040-4039(97)10738-9
ISSN1873-3581
AutoresMireia Pastó, Albert Moyano, Miquel À. Pericàs, Antoni Riéra,
Tópico(s)Synthetic Organic Chemistry Methods
ResumoHighly enantioenriched cis and trans N-Boc-2,2-dimethyl-oxazolidine-5-carbaldehydes have been efficiently prepared from N-Boc-3-amino-1,2-alkanediols, readily available in enantiopure or enantioenriched form by Sharpless epoxidation methodology. These compounds have been converted into N-Boc-(S)-γ-[(S)-1-aminoalkyl]-γ-lactones which are key intermediates of hydroxyethylene dipeptide isosteres.
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