Axially dissymmetric  N ‐thioacylated ( S )‐(–)‐1,1′‐binaphthyl‐2,2′‐diamine ligands for copper‐catalyzed asymmetric Michael addition of diethylzinc to α,β‐unsaturated ketone | Zendy

Shi Min | Zendy; Duan WeiLiang | Zendy; Rong GuoBin | Zendy

Premium

Axially dissymmetric N ‐thioacylated ( S )‐(–)‐1,1′‐binaphthyl‐2,2′‐diamine ligands for copper‐catalyzed asymmetric Michael addition of diethylzinc to α,β‐unsaturated ketone

Author(s) -

Shi Min,

Duan WeiLiang,

Rong GuoBin

Publication year - 2004

Publication title -

chirality

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.43

H-Index - 77

eISSN - 1520-636X

pISSN - 0899-0042

DOI - 10.1002/chir.20086

Subject(s) - chemistry , diethylzinc , thioamide , ligand (biochemistry) , diamine , chirality (physics) , catalysis , ketone , copper , michael reaction , medicinal chemistry , stereochemistry , enantioselective synthesis , organic chemistry , receptor , biochemistry , physics , quantum mechanics , quark , nambu–jona lasinio model , chiral symmetry breaking

Axially chiral thioamide ligands L5, L6, L8, L11, and bis(thioamide) ligand L13 were prepared from the reaction of ( S )‐(–)‐1,1′‐binaphthyl‐2,2′‐diamine with acyl chlorides and phosphorus pentasulfide (P 2 S 5 ). The catalytic asymmetric 1,4‐addition of diethylzinc to α,β‐unsaturated ketones was examined using this novel chiral ligand system with 28–73% ee in moderate to good yields. Chirality 16:642–651, 2004. © 2004 Wiley‐Liss, Inc.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research