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Synlett 2010(9): 1331-1332
DOI: 10.1055/s-0029-1219826
DOI: 10.1055/s-0029-1219826
LETTER
© Georg Thieme Verlag
Stuttgart ˙ New York
Selective C-tert-Butoxycarbonylation Using Di-tert-butyl Dicarbonate for the Synthesis of Multifunctional Carbon Compounds
Further Information
Received
22 February 2010
Publication Date:
15 April 2010 (online)
Publication History
Publication Date:
15 April 2010 (online)
Abstract
The reaction of di-tert-butyl dicarbonate (Boc2O) in the presence of the acylation catalyst 4-dimethylaminopyridine (DMAP) was examined with N-Boc or N-acyl cyanoglycinate. The couple Boc2O/DMAP was found to act as an efficient agent for selective C-tert-butoxycarbonylation affording multifunctional carbon compounds.
Key words
acylation - carbanion - regioselectivity - protecting groups - amino acids
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