1.
J Org Chem
; 83(23): 14723-14732, 2018 Dec 07.
Artigo
em Inglês
| MEDLINE
| ID: mdl-30376627
RESUMO
Monoorganozinc reagents, readily obtained from alkyl bromides, display excellent reactivity with ß,ß-disubstituted enones and TMSCl in the presence of Cu(I) and Cu(II) salts to synthesize a variety of cyclic functionalized ß-quaternary ketones in 38-99% yields and 9:1-20:1 diastereoselectivities. The conjugate addition features a pronounced improvement in DMA using monoorganozinc bromide reagents. A simple one-pot protocol that harnesses in situ generated monoorganozinc reagents delivers comparable product yields.