Synfacts 2010(4): 0432-0432  
DOI: 10.1055/s-0029-1219474
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Chiral Silacarboxylic Acids and Esters

Contributor(s): Mark Lautens, Jane Panteleev
K. Igawa, N. Kokan, K. Tomooka*
Kyushu University, Kasuaga and Tokyo Institute of Technology, Japan
Further Information

Publication History

Publication Date:
22 March 2010 (online)

Significance

The group’s earlier work demonstrated the synthesis of chiral silanols through a desymmetrizing substitution of dialkoxysilanes (J. Am. Chem. Soc. 2008, 130, 16132). In this ­report, these products are further manipulated to yield chiral α-silylcarboxylates with retention of stereo­chemical information. These silyl building blocks are potentially useful in biological applications and as chiral synthetic handles.