Asymmetric Michael Reaction of Aldehydes and Dicyanoalkenes Catalyzed by Diphenylprolinol Silyl Ether.

Hayashi, Yujiro; Kranidiotis‐Hisatomi, Nektarios; Sakamoto, Daisuke; Oritani, Kyohei; Kawamoto, Takuji; Kamimura, Akio

Asymmetric Michael reactions of aldehydes and dicyanoalkenes catalyzed by diphenylprolinol silyl ether give the corresponding Michael adducts in good yields with excellent enantioselectivities. The diastereoselectivity is dependent on the bulkiness of the Michael donor. The Michael adducts can be easily transformed into useful chiral compounds such as lactones, esters, and monocyanated derivatives. Asymmetric Michael reaction of aldehydes and dicyanoalkenes catalyzed by diphenylprolinol silyl ether gives the corresponding Michael adducts in good yields with excellent enantioselectivities. The Michael adducts can be easily transformed into useful chiral compounds such as lactones, esters and monocyanated derivatives.

ALDEHYDES; MICHAEL reaction; ALKENES; SILYL ethers; ENANTIOSELECTIVE catalysis; CHEMICAL yield

European Journal of Organic Chemistry, 2018, Vol 2018, Issue 48, p6843

1434-193X

Academic Journal

10.1002/ejoc.201800831