N-Heterocyclic carbene catalyzed asymmetric [3 + 3] cycloaddtion of β,β-disubstituted, α,β-unsaturated carboxylic esters with 3-aminobenzofurans

Organic Chemistry Frontiers(2021)

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摘要
An N-heterocyclic carbene (NHC) catalyzed formal [3 + 3] cycloaddition reaction of beta,beta-disubstituted, alpha,beta-unsaturated carboxylic esters with 3-aminobenzofurans is doucumented, furnishing benzofuran fused delta-lactams bearing an all-carbon quaternary stereocenter with moderate to excellent yields and excellent enantioselectivies. Further gram-scale preparation and synthetic transformation of the cycloadducts demonstrate good practicality and applicability of this beta-carbon functionalization reaction.
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关键词
N-Heterocyclic Carbenes,Homogeneous and Heterogeneous Catalysis,Nickel-Catalyzed
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