Issue 17, 2015

Synthesis of planar chiral [2.2]paracyclophane-based bisoxazoline ligands bearing no central chirality and application to Cu-catalyzed asymmetric O–H insertion reaction

Abstract

C 2-symmetric planar chiral [2.2]paracyclophane-based bisoxazoline ligands, characterized by the inserted benzene spacer, which has a sterically demanding substituent, were synthesized and it was shown that up to 80% ee was obtained for the Cu-catalyzed O–H insertion reaction of α-diazo esters without the aid of the central chirality.

Graphical abstract: Synthesis of planar chiral [2.2]paracyclophane-based bisoxazoline ligands bearing no central chirality and application to Cu-catalyzed asymmetric O–H insertion reaction

Supplementary files

Article information

Article type
Communication
Submitted
06 Mar 2015
Accepted
17 Mar 2015
First published
25 Mar 2015

Org. Biomol. Chem., 2015,13, 4833-4836

Synthesis of planar chiral [2.2]paracyclophane-based bisoxazoline ligands bearing no central chirality and application to Cu-catalyzed asymmetric O–H insertion reaction

S. Kitagaki, K. Sugisaka and C. Mukai, Org. Biomol. Chem., 2015, 13, 4833 DOI: 10.1039/C5OB00452G

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