Topic
Enone
About: Enone is a(n) research topic. Over the lifetime, 5683 publication(s) have been published within this topic receiving 102109 citation(s).
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TL;DR: It is reported that Ru(bipy)3Cl2 can serve as a visible light photocatalyst for [2+2] enone cycloadditions and the efficiency of this process is extremely high, which allows rapid, high-yielding [2-2] cyclizations to be conducted using incident sunlight as the only source of irradiation.
Abstract: We report that Ru(bipy)3Cl2 can serve as a visible light photocatalyst for [2+2] enone cycloadditions. A variety of aryl enones participate readily in the reaction, and the diastereoselectivity in the formation of the cyclobutane products is excellent. We propose a mechanism in which a photogenerated Ru(bipy)3+ complex promotes one-electron reduction of the enone substrate, which undergoes subsequent radical anion cycloaddition. The efficiency of this process is extremely high, which allows rapid, high-yielding [2+2] cyclizations to be conducted using incident sunlight as the only source of irradiation.
709 citations
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TL;DR: Treating the enal enone with a Hantzsch dihydropyridine in the presence of a catalytic amount of an imidazolidinone organocatalyst provides cyclic keto aldehydes in high yields and enantiomeric excesses.
Abstract: A highly efficient and chemo-, regio-, diastereo-, and enantioselective organocatalytic tandem conjugate reduction−Michael cyclization of enal enones has been developed. Accordingly, treating the enal enone with a Hantzsch dihydropyridine in the presence of a catalytic amount of an imidazolidinone organocatalyst provides cyclic keto aldehydes in high yields and enantiomeric excesses. The reaction works well with aliphatic and aromatic substrates in the synthesis of five- and six-membered carbacyclic derivatives.
324 citations
295 citations