ol1c00892_si_001.pdf (9.79 MB)
Enantio- and Regioselective CuH-Catalyzed Conjugate Reduction of Yne–Allenones
journal contributionposted 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.