Literature DB >> 15471493

Stereoselective synthesis of P-chiral phosphorus compounds from N-tert-butoxycarbonyl amino acids.

William H Hersh1, Lauren Klein, Louis J Todaro.   

Abstract

Reaction of the N-t-Boc amino acids alanine and valine with PhPCl(2) 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.

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Year:  2004        PMID: 15471493     DOI: 10.1021/jo049057k

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  1 in total

1.  A non-Karplus effect: evidence from phosphorus heterocycles and DFT calculations of the dependence of vicinal phosphorus-hydrogen NMR coupling constants on lone-pair conformation.

Authors:  William H Hersh; Sherrell T Lam; Daniel J Moskovic; Antonios J Panagiotakis
Journal:  J Org Chem       Date:  2012-05-23       Impact factor: 4.354

  1 in total

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