Litcius/Paper detail

Copper(I)-Catalyzed Enyne Oxidation/Cyclopropanation: Divergent and Enantioselective Synthesis of Cyclopropanes

Wen‐Bo Shen, Xiang-Ting Tang, Tingting Zhang, Dongcan Lv, Dan Zhao, Tong-Fu Su, Lei Meng

2021Organic Letters33 citationsDOI

Abstract

An efficient copper(I)-catalyzed enyne oxidation/cyclopropanation for the modular synthesis of cyclopropane derivatives is described, which represents the first non-noble metal-catalyzed enynes oxidation/cyclopropanation by the in situ generated α-oxo copper carbenes. This protocol allows the assembly of valuable cyclopropane-γ-lactams in generally good to excellent yields with excellent diastereoselectivity. More significantly, the enantioselective version of enyne oxidation/cyclopropanation has been disclosed with chiral copper catalysts.

Topics & Concepts

CyclopropanationCyclopropaneEnyneChemistryEnantioselective synthesisCatalysisCopperCombinatorial chemistryOrganic chemistryRing (chemistry)Cyclopropane Reaction MechanismsCatalytic Alkyne ReactionsSynthetic Organic Chemistry Methods