A highly efficient asymmetric synthesis of β-aminophosphonic acids, via addition of α-phosphonate carbanions to chiral, enantiopure sulfinimines
- 1 January 1996
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Chemical Communications
- No. 13,p. 1503-1504
- https://doi.org/10.1039/cc9960001503
Abstract
Addition of α-phosphonate carbanions to (S)-sulfinimines 1 affords N-sulfinyl β-aminophosphonates 2 in a diastereoisomeric ratio from 5:1 to 10:1; the major diastereoisomers of 2, after separation, are converted to the corresponding β-aminophosphonates 3 or to (+)-β-amino-β-phenylethane phosphonic acid 4, whose absolute configuration was established as (R) by X-ray crystallography.Keywords
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