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Catalytic Enantioselective Pudovik Reaction of Aldehydes and Aldimines with Tethered Bis(8-quinolinato) (TBOx) Aluminum Complex

Joshua P. Abell and Hisashi Yamamoto*

*Department of Chemistry, The University of Chicago, 5735 South Ellis Avenue, Chicago, Illinois 60637, Email: yamamotouchicago.edu

J. P. Abell, H. Yamamoto, J. Am. Chem. Soc., 2008, 130, 10521-10523.

DOI: 10.1021/ja803859p (free Supporting Information)


Abstract

A low catalyst loading of a chiral tethered bis(8-quinolinolato) (TBOx) aluminum(III) complexe effectively catalyzes the addition of phosphites to aldehydes and aldimines to give enantioenriched α-hydroxy and α-amino phosphonates in high yields and enantioselectivities.

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Key Words

Pudovik reaction, α-hydroxy phosphonates, α-amino phosphonates


ID: J48-Y2008-2210