Gold(I)-Catalyzed Enantioselective Ring Expansions of Allenyl Cyclopropanols and Cyclobutanols
Year: 2025
Type: article
Abstract: Herein, we report enantioselective gold(I)-catalyzed ring expansions of allenyl cyclopropanols and allenyl cyclobutanols. Cyclobutanones and cyclopentanones bearing vinyl-substituted quaternary chiral centers are formed in good yields and with excellent enantiomeric excesses. Efficient chiral inductions are achieved via asymmetric gold-ligand cooperation, which is enabled by chiral bifunctional phosphine ligands. This reaction employs a low catalyst loading and proceeds under mild reaction conditions. With a substrate possessing an additional prochiral center, an additional chiral center was set up with excellent diastereoselectivity, demonstrating the synthetic utility of this chemistry in accessing structures of increasing stereochemical complexity.
Source: Organic Letters
Authors: Kaylaa L. Gutman, Philip Kohnke, Liming Zhang
Language: English
Topic: Catalytic Alkyne Reactions
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: green
OpenAlex ID: W4412483022