Synfacts 2008(6): 0598-0598  
DOI: 10.1055/s-2008-1078394
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Amino Thioacetate Ligands for Enantioelective Aryl Transfers to Aldehydes

Contributor(s): Mark Lautens, Valentina Aureggi
M.-J. Jin*, S. M. Sarkar, D.-H. Lee, H. Qiu
Inha University, Incheon, Korea
Further Information

Publication History

Publication Date:
21 May 2008 (online)

Significance

The development of chiral amino thioacetate ligands for the enantioselective aryl transfer to aldehydes is reported. In those reactions, the amino thioacetates are remarkably superior to the corresponding amino alcohols, probably because of the stronger affinity of sulfur toward the arylzinc species. Low catalyst loading (2.5-5 mol%) is sufficient to achive good yields in a short time with excellent enantioselectivities (up to 98% yield, up to 99% ee).