TY - JOUR
T1 - Merging photoredox catalysis with organocatalysis
T2 - The direct asymmetric alkylation of aldehydes
AU - Nicewicz, David A.
AU - MacMillan, David W.C.
PY - 2008/10/3
Y1 - 2008/10/3
N2 - Photoredox catalysis and organocatalysis represent two powerful fields of molecule activation that have found widespread application in the areas of inorganic and organic chemistry, respectively. We merged these two catalysis fields to solve problems in asymmetric chemical synthesis. Specifically, the enantioselective intermolecular α-alkylation of aldehydes has been accomplished using an interwoven activation pathway that combines both the photoredox catalyst Ru(bpy)3Cl2 (where bpy is 2,2′-bipyridine) and an imidazolidinone organocatalyst. This broadly applicable, yet previously elusive, alkylation reaction is now highly enantioselective and operationally trivial.
AB - Photoredox catalysis and organocatalysis represent two powerful fields of molecule activation that have found widespread application in the areas of inorganic and organic chemistry, respectively. We merged these two catalysis fields to solve problems in asymmetric chemical synthesis. Specifically, the enantioselective intermolecular α-alkylation of aldehydes has been accomplished using an interwoven activation pathway that combines both the photoredox catalyst Ru(bpy)3Cl2 (where bpy is 2,2′-bipyridine) and an imidazolidinone organocatalyst. This broadly applicable, yet previously elusive, alkylation reaction is now highly enantioselective and operationally trivial.
UR - http://www.scopus.com/inward/record.url?scp=53349122064&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=53349122064&partnerID=8YFLogxK
U2 - 10.1126/science.1161976
DO - 10.1126/science.1161976
M3 - Article
C2 - 18772399
AN - SCOPUS:53349122064
SN - 0036-8075
VL - 322
SP - 77
EP - 80
JO - Science
JF - Science
IS - 5898
ER -