An efficient synthesis of chiral beta-hydroxy sulfones via ru-catalyzed enantioselective hydrogenation in the presence of iodine

Xiaobing Wan; Qinghua Meng; Hongwei Zhang; Yanhui Sun; Weizheng Fan; Zhaoguo Zhang

doi:10.1021/ol702565x

An efficient synthesis of chiral beta-hydroxy sulfones via ru-catalyzed enantioselective hydrogenation in the presence of iodine

Org Lett. 2007 Dec 20;9(26):5613-6. doi: 10.1021/ol702565x. Epub 2007 Nov 30.

Authors

Xiaobing Wan¹, Qinghua Meng, Hongwei Zhang, Yanhui Sun, Weizheng Fan, Zhaoguo Zhang

Affiliation

¹ School of Chemistry and Chemical Engineering, Shanghai Jiaotong University, 800 Dongchuan Road, Shanghai 200240, China.

PMID: 18047366
DOI: 10.1021/ol702565x

Abstract

Ru-SUNPHOS catalyzed asymmetric hydrogenation of a variety of sulfonyl ketones (R = alkyl, aryl) in the presence of iodine gave enantioenriched hydroxyl sulfones with good catalytic efficiency. Further investigation revealed that the in situ generated anhydrous HI is the operating additive.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Catalysis
Hydrogen / chemistry*
Iodine / chemistry*
Stereoisomerism
Sulfones / chemical synthesis*

Substances

Sulfones
Hydrogen
Iodine