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The first successful generation of cis-homoenolate equivalents from cis-enals under the catalysis of N-heterocyclic carbenes (NHCs) has been realized. The cis-homoenolate intermediates undergo effective reactions with α,β-unsaturated imines to afford chiral cyclic ketone products. Compared to the trans-enals, cis-enals show different stereoselectivities and new reactivity patterns.
Chen et al. (Tue,) studied this question.
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