Diastereoselective cobalt-catalyzed alkylative aldol cyclizations using trialkylaluminum reagents.
Co(acac)2.2H2O serves as an effective precatalyst for alkylative aldol cyclizations of alpha,beta-unsaturated amides with ketones using trialkylaluminum reagents. These reactions provide beta-hydroxylactams containing three contiguous stereocenters with high levels of diastereoselection.
Rudkin
Mairi E
ME
School of Chemistry, University of Edinburgh, Edinburgh, UK.
Joensuu
Pekka M
PM
MacLachlan
William S
WS
Lam
Hon Wai
HW
D000535:Aluminum / Q000737:chemistry; D000577:Amides / Q000737:chemistry*; D002384:Catalysis; D003035:Cobalt / Q000737:chemistry*; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D007659:Ketones / Q000737:chemistry*; D007769:Lactams / Q000138:chemical synthesis*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism
D000577:Amides; D007659:Ketones; D007769:Lactams; D009942:Organometallic Compounds; D003035:Cobalt; D000535:Aluminum