Modular asymmetric synthesis of P-chirogenic beta-amino phosphine boranes
Artikel i vetenskaplig tidskrift, 2008

(Chemical Equation Presented) A short concise route to β- aminophosphine boranes is presented via the desymmetrization of prochiral phosphine boranes, forming P-chirogenic aldehydes that are rapidly transformed to the target compounds employing reductive amination under microwave irradiation. This sequence provides a modular route to P-chirogenic P,N ligands, and in addition, the intermediate aldehydes are versatile P-chiral building blocks for ligand design in general. An alternative pathway via the corresponding α-carboxyphosphines is also described. The ligands were subsequently evalutated in the asymmetric conjugate addition of diethylzinc to trans-β-nitrostyrene. © 2008 American Chemical Society.


M. J. Johansson

Chalmers University of Technology

K. H. O. Andersson

Chalmers University of Technology

Nina Kann

Chalmers, Kemi- och bioteknik, Organisk kemi

Journal of Organic Chemistry

0022-3263 (ISSN) 1520-6904 (eISSN)

Vol. 73 4458-4463