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Synthesis 2010(14): 2361-2366
DOI: 10.1055/s-0029-1218778
DOI: 10.1055/s-0029-1218778
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New YorkGrignard Additions to Cyclic Sulfamidate Imines: Synthesis of N-Substituted Quaternary Sulfamidate Building Blocks
Weitere Informationen
Received
18 January 2010
Publikationsdatum:
05. Mai 2010 (online)
Publikationsverlauf
Publikationsdatum:
05. Mai 2010 (online)
Abstract
The addition of Grignard reagents to cyclic sulfamidate imines has been developed as a facile method for the synthesis of N-substituted quaternary sulfamidates. By way of ring opening with an appropriate nucleophile, versatile synthons for 1,2-amino alcohols, 1,2-diamines, and β-amino acids are produced.
Key words
cyclic imine - Grignard addition - sulfamidate imine - N-substituted quaternary stereocenter
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