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Enantio- and Regioselective CuH-Catalyzed Conjugate Reduction of Yne–Allenones

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journal contribution
posted on 2021-05-06, 14:41 authored by Jia-Yin Wang, Guigen Li, Wen-Juan Hao, Bo Jiang
A new asymmetric catalytic conjugate reduction of yne–allenones to synthesize enantioenriched cyclobuta­[a]­naphthalen-4­(2H)-ones has been established that uses copper–bisphosphine complexes as catalysts and gives excellent regio- and enantioselectivities (≥99% ee) in most cases. This protocol tolerates a broad scope of substrates, exhibits high compatibility with various substituents, and gives excellent stereoselectivity, providing a catalytic and efficient entry to fabrication of synthetically important chiral 6–6–4 tricarbocyclic scaffolds.