US 7,414,145 B2
Method of enantioselective nucleophilic addition reaction of enamide to carbonyl group and synthesis method of optically active α-hydroxy-γ-keto acid ester and hydroxydiketone
Shu Kobayashi, Tokyo (Japan)
Assigned to Japan Science and Technology Agency, Saitama (Japan)
Appl. No. 10/587,078
PCT Filed Jan. 24, 2005, PCT No. PCT/JP2005/001281
§ 371(c)(1), (2), (4) Date Oct. 20, 2006,
PCT Pub. No. WO2005/070864, PCT Pub. Date Aug. 04, 2005.
Claims priority of application No. 2004-016408 (JP), filed on Jan. 23, 2004; and application No. 2004-249251 (JP), filed on Aug. 27, 2004.
Prior Publication US 2007/0073087 A1, Mar. 29, 2007
Int. Cl. C07C 271/00 (2006.01); C07C 269/00 (2006.01); C07D 207/00 (2006.01); C07D 307/00 (2006.01)
U.S. Cl. 560—29  [560/32; 560/157; 560/160; 560/163; 560/336; 560/346; 548/400; 548/543; 549/295; 549/313] 12 Claims
 
1. A method of an enantioselective nucleophilic addition reaction of enamide, which is a method of a nucleophilic addition reaction of an enamide compound accompanied by generation of a hydroxyl group (—OH) to a carbonyl group, being characterized by allowing the reaction to be performed in the presence of a chiral catalyst comprising copper or nickel.