Download PDF
Synfacts 2010(12): 1400-1400  
DOI: 10.1055/s-0030-1258885
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Enantiopure Allyl Phenyl Sulfides

Contributor(s): Mark Lautens, Norman Nicolaus
S. Zheng, N. Gao, W. Liu, D. Liu, X. Zhao*, T. Cohen
University of Pittsburgh, USA; Tongji University, Shanghai and Dalian University of Technology, P. R. of China
Further Information

Publication History

Publication Date:
22 November 2010 (online)

    Permissions and Reprints

Significance

Asymmetric transition-metal-­catalyzed allylic substitutions are powerful synthetic transformations for the preparation of chiral allylic substrates. Herein, an iridium-catalyzed enantioselective allylation protocol using sodium thio­phenoxide 1 as a nucleophile has been developed. The best selectivities could be achieved with the chiral monodentate phosphoramidite ligand L*(S,S,S a )-5 and CsF as an additive in dichloromethane.