Rhodium/chiral diene-catalyzed asymmetric 1, 4-addition of arylboronic acids to arylmethylene cyanoacetates

…, N Tokunaga, K Sasaki, K Okamoto, T Hayashi

文献索引：Tokunaga, Norihito; Otomaru, Yusuke; Okamoto, Kazuhiro; Ueyama, Kazuhito; Shintani, Ryo; Hayashi, Tamio Journal of the American Chemical Society, 2004 , vol. 126, # 42 p. 13584 - 13585

全文：HTML全文

被引用次数: 63

摘要

Asymmetric 1, 4-addition of arylboronic acids to (E)-methyl 2-cyano-3-arylpropenoates proceeded in the presence of a rhodium catalyst (3 mol%) coordinated with a chiral diene ligand,(R, R)-Ph-bod*, to give high yields of the corresponding methyl 3, 3-diaryl-2- cyanopropanoates with high enantioselectivity (up to 99% ee). This catalytic asymmetric transformation was applied to the asymmetric synthesis of (R)-tolterodine.