Synthesis of α-Substituted β-Amidophosphines by Diastereoselective Alkylation. A New Access to Chiral Ligands for Asymmetric Catalysis
- 19 July 2001
- journal article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 66 (16) , 5566-5571
- https://doi.org/10.1021/jo0155759
Abstract
Chiral β-amidophosphine boranes 7a−f can be diastereoselectively alkylated, using O-protected amino-alcohols as chiral inducers, to furnish α-substituted β-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.Keywords
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