Polarizing the Nazarov cyclization: efficient catalysis under mild conditions.
Substituted divinyl ketones were studied in the Nazarov cyclization. alpha-Carbomethoxy divinyl ketones underwent efficient Nazarov cyclization with catalytic copper triflate (2 mol %) to give a single cyclopentenone regio- and stereoisomer. The efficiency of the cyclizations correlated with the ability of the substituents to favorably polarize the pi-system of the cationic intermediate.
He
Wei
W
Department of Chemistry, University of Rochester, Rochester, NY 14627, USA.
Sun
Xiufeng
X
Frontier
Alison J
AJ