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Synthesis 2008(18): 2986-2990
DOI: 10.1055/s-2008-1067247
DOI: 10.1055/s-2008-1067247
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Sulfinimine-Mediated Asymmetric Synthesis of Acyclic and Cyclic α-Aminophosphonates
Further Information
Received
14 May 2008
Publication Date:
04 September 2008 (online)
Publication History
Publication Date:
04 September 2008 (online)
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Abstract
Nucleophilic addition of dialkylphosphites to N-tert-butanesufinimines proceeds smoothly at room temperature in the presence of potassium carbonate or potassium fluoride, affording acyclic α-alkyl-α-aminophosphonates and a series of cyclic α-aminophosphonates in good chemical yields and modest to high diastereoselectivities.
Key words
asymmetric synthesis - cyclic α-aminophosphonates - ω-chloro-α-aminophosphonate - ω-phosphoryl-α-aminophosphonate
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