Highly enantioselective reaction of lithiated N-Boc-thiazolidine: a new chiral formyl anion equivalent.
Reaction of lithiated N-Boc-thiazolidine with various aldehydes in the presence of (-)-sparteine afforded the products with up to 93% ee. The reaction was confirmed to proceed through a dynamic thermodynamic resolution pathway. Each diastereomeric alcohol could be converted to the corresponding optically active 1,2-ethanediols.
Department of Applied Chemistry, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan.
Libo
L
Wang
Shuichi
S
Nakamura
Takeshi
T
Toru