American Chemical Society
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Stereoselective Synthesis of P-Chiral Phosphorus Compounds from N-tert-Butoxycarbonyl Amino Acids

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journal contribution
posted on 2004-10-15, 00:00 authored by William H. Hersh, Lauren Klein, Louis J. Todaro
Reaction of the N-t-Boc amino acids alanine and valine with PhPCl2 gives the P-chiral trans-1,3,2-oxazaphospholidinones exclusively. Variable-temperature NMR and examination of the glycine derivative shows that the isomers observed are due to t-Boc rotation.