A chiral N-heterocyclic carbene (NHC)-catalyzed [4 + 2] annulation of γ-chloroenals and α-arylidene pyrazolinones was developed in the absence of expensive oxidants. The reaction proceeds smoothly via a vinyl enolate intermediate to afford spirocyclohexane pyrazolones in moderate to good yield (up to 86%) with high diastereoselectivities (up to 15:1 ) and excellent enantioselectivities (up to >99% ).

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http://dx.doi.org/10.1021/acs.orglett.9b02927DOI Listing

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