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The synthesis of pseudo-geminal, pseudo-ortho and ortho hydroxy-oxazolinyl[2.2]paracyclophanes for use as ligands in asymmetric catalysis
Journal article   Peer reviewed

The synthesis of pseudo-geminal, pseudo-ortho and ortho hydroxy-oxazolinyl[2.2]paracyclophanes for use as ligands in asymmetric catalysis

C Bolm and DK Whelligan
Adv Synth Catal, Vol.348(15), pp.2093-2100
10/2006

Abstract

asymmetric catalysis organozinc compounds oxazolines paracyclophanes SCHIFF-BASE LIGANDS ELECTROPHILIC SUBSTITUTION DIETHYLZINC ADDITION MACRO RINGS PLANAR ALDEHYDES RESOLUTION CHIRALITY PURE <2.2>PARACYCLOPHANES
Synthetic routes to pseudo-geminal, pseudo-ortho and ortho hydroxy-oxazolinyl-[2.2]paracyclophanes (and the diastereoisomers of each) for use as N,O ligands in asymmetric catalysis have been devised. The substitution pattern was found to have a strong effect on the rate and enantioselectivity of the formed catalyst in the addition of diethylzinc to benzaldehyde.

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