Palladium-catalyzed enantioselective addition of two distinct nucleophiles across alkenes capable of quinone methide formation.
A sequential intramolecular-intermolecular enantioselective alkene difunctionalization reaction has been developed which is thought to proceed through Pd-catalyzed quinone methide formation. The synthesis of new chiral heterocyclic compounds with adjacent chiral centers is achieved in enantiomeric ratios up to 99:1 and diastereomeric ratios up to 10:1.
Jensen
Katrina H
KH
Department of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, Utah 84112, USA.
Pathak
Tejas P
TP
Zhang
Yang
Y
Sigman
Matthew S
MS
D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D045563:Indolequinones / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
D000475:Alkenes; D045563:Indolequinones; C068040:quinone methide; D010165:Palladium