4.1 Article

New chiral 1,4,2-oxazaphosphorinanes bearing a free hydroxy group

Journal

RUSSIAN CHEMICAL BULLETIN
Volume 70, Issue 7, Pages 1383-1387

Publisher

SPRINGER
DOI: 10.1007/s11172-021-3227-y

Keywords

1; 4; 2-oxazaphosphorinanes; triethyl phosphite; aromatic aldehydes; chiral amino alcohols; phosphonates; amino phosphonic acids

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New chiral compounds, with the major diastereomers having the (3R,5R) configuration, were successfully synthesized through a series of chemical reactions.
New chiral 3-aryl-2-hydroxy-2-oxo-5-R-1,4,2-oxazaphosphorinanes were obtained by a three-step one-pot synthesis, which included the preparation of imines from enantiopure (2R)-2-aminoalkan-1-ols, their phosphonylation and subsequent dealkylation of the P(O)OEt-fragment. The major diastereomers of the compounds obtained were found to have the (3R,5R)-configuration.

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