Synthesis of alpha-substituted beta-amidophosphines by diastereoselective alkylation. A new access to chiral ligands for asymmetric catalysis.
Chiral beta-amidophosphine boranes 7a-f can be diastereoselectively alkylated, using O-protected amino-alcohols as chiral inducers, to furnish alpha-substituted beta-amidophosphine boranes 8a-f and 9-12 with up to 72% diastereoisomeric excess. Selective deprotection afforded optically pure carboxylic derivative 13 which is a key intermediate for the synthesis of various potential chiral ligands for asymmetric catalysis.
Léautey
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Laboratoire d'Hétérochimie Organique associé au CNRS, IRCOF, INSA et Université de Rouen, 1 rue Tesnière, 76821 Mont Saint-Aignan Cedex, France.
Castelot-Deliencourt
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Jubault
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Pannecoucke
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Quirion
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