An organocatalytic approach to enantiomerically enriched α-arylcyclohexenones and cyclohexanones

作者: Sara Duce , María Jorge , Inés Alonso , José Luis García Ruano , M. Belén Cid

DOI: 10.1039/C1OB06356A

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摘要: The presence of a p-nitrophenyl group converts acetone into an excellent and versatile nucleophile in organocatalytic processes, able to react with α,β-unsaturated aldehydes affording β-substituted α-arylcyclohexenones via Michael reaction/aldol reaction/dehydration sequence, which occurs good yields, ee up 96% complete diastereoselectivity. resulting compounds are synthons for the diastereoselective preparation variety synthetically useful polysubstituted cyclohexanones derivatives.

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