Work

Asymmetric Organocatalytic Synthesis of Sulfone‐Containing (Dihydro)pyrans via Formal (4 + 2)‐Cycloadditions of Allenylsulfones or Propargylsulfones and Michael Acceptors

Year: 2025

Type: article

Abstract: The activation of electron‐poor allenes with Lewis's base catalysts allows for unique transformations and chiral isochalcogenoureas were recently introduced as powerful catalysts for allenoate‐based (4 + 2)‐cycloadditions. We herein report the use of these catalysts for the activation and control of allenylsulfones and propargylsulfones for asymmetric (4 + 2)‐cycloadditions with Michael acceptors. Based on the reaction conditions, this strategy either gives access to sulfone‐containing dihydropyrans or analogous 4H‐pyrans with high yields and excellent levels of enantioselectivities (up to > 99:1 er).

Source: ChemCatChem

DOI: 10.1002/cctc.202500452

Authors: Mario Hofer, Markus Himmelsbach, Uwe Monkowius, Mario Waser

Institution: Johannes Kepler University of Linz

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

OpenAlex ID: W4409121268

FWCI: 1.49

Cites: 46

Cited by: 5

Related to: 10