Efficient Access to Alanine Derivatives by 1,4-Additions of Potassium Trifluoro(organo)borates
Laure Navarre, Sylvain Darses*, Jean-Pierre Genet*
*Laboratoire de Synthèse Sélective Organique (UMR 7573, CNRS),
Ecole Nationale Supérieure de Chimie de Paris, 11 rue P&M Curie, 75231 Paris
cedex 05, France, Email: sylvain-darses
enscp.fr,
jean-pierre-genetenscp.fr
L. Navarre, S. Darses, J.-P. Genet, Eur. J. Org. Chem., 2004, 69-73.
DOI: 10.1002/ejoc.200300462
Abstract
Potassium trifluoro(organo)borates, which are highly stable and easily prepared organoboron derivatives, were able to react with various dehydroamino esters to give alanine derivatives in good yields. This reaction, catalyzed by rhodium complexes, tolerates a great variety of amino protecting groups.
see article for more examples
see article for more reactions
L. Navarre, R. Martinez, J.-P. Genet, S. Darses, J. Am. Chem. Soc., 2008, 130, 6159-6169.
Key Words
Borates, Rhodium, Amino esters, Catalysis, Conjugate Addition, Arenes
ID: J24-Y2004-190
