Journal
CHEMICAL SCIENCE
Volume 2, Issue 6, Pages 1141-1144Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c0sc00607f
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Funding
- National Natural Science Foundation of China [20821002, 20923005, 20972176]
- Chinese Academy of Sciences
- Major Basic Research Development Program of China [2010CB833300]
- Science and Technology Commission of Shanghai Municipality
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A new type of spiro bisoxazoline ligand (SPANbox) has been developed on the basis of the spiro-2,2'-bichroman motif and bisoxazoline chelating units. The Zn(II) complexes of SPANbox showed excellent activity (98-99% yield) and enantioselectivity (90-98% ee) in the catalysis of hydroxylation of various beta-keto esters and 1,3-diester with catalyst loading of 0.1-5 mol%. The performance of SPANbox in the present catalytic system was found to be significantly superior to the commonly used classic bisoxazoline ligands, such as (R,R)-Ph-Box or (S,S)-tBu-PyBox, indicating the advantage of the present spiro ligand skeleton.
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