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Org Lett. 2012 Dec 21;14(24):6202-5. doi: 10.1021/ol302952r. Epub 2012 Dec 3.

One-pot synthesis of α-amino acids from CO2 using a bismetal reagent with Si-B bond.

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  • 1Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan. tmita@pharm.hokudai.ac.jp

Abstract

In the presence of 1.1 equiv of PhMe(2)Si-Bpin, 5 equiv of CsF, and 20 mol % of TsOH·H(2)O, precursors of N-Boc-imines can be converted into the corresponding α-aryl or α-alkenyl glycine derivatives under gaseous CO(2) in moderate-to-high yields with a single operation. α-Isobutenyl glycine thus obtained can be further derivatized into various types of α-amino acids including N-Boc-leucine, serine, and glycine derivatives in short steps.

PMID:
23205912
[PubMed - indexed for MEDLINE]
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