Synfacts 2009(6): 0685-0685  
DOI: 10.1055/s-0029-1216766
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart ˙ New York

Brønsted Acid Catalyzed α-Hydroxylation of β-Dicarbonyl Compounds

Contributor(s): Benjamin List, Ilija Čorić
M. Lu, D. Zhu, Y. Lu, X. Zeng, B. Tan, Z. Xu, G. Zhong*
Nanyang Technological University, Republic of Singapore
Further Information

Publication History

Publication Date:
25 May 2009 (online)

Significance

A highly enantioselective Brønsted acid catalyzed α-hydroxylation of β-dicarbonyl compounds is described. Using nitroso compounds as oxygen source, β-keto esters with ester groups of various steric demand were ­hydroxylated in high yields and enantio­selectivity. Additionally, an α-hydroxylation of β-diketones was achieved, although the products were obtained in lower yields and enantioselectivities.