期刊
ORGANIC LETTERS
卷 10, 期 2, 页码 333-336出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol7028993
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资金
- NIGMS NIH HHS [S06 GM008102, S06 GM008102-320051, S06GM8102] Funding Source: Medline
The disilylation of alpha-amino acids 1 to provide 2 (72-87%) was achieved without racemization. An unprecedented borane-mediated semi-reduction strategy was devised to convert 2 to stable, isolable oxazaborolidines 3 (100%) which were hydrolyzed to provide 5 (49-60%) as pure, stable compounds. Analysis of the Mosher amides (8) of the gamma-amino esters 7 reveals that <= 2% racemization occurs in the 1 -> 8 conversions.
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