Work

Enantioselective Organozinc Addition to Aldehydes Using Planar Chiral [2.2]Paracyclophane‐Imidazoline N,O‐Ligands

Year: 2024

Type: article

Abstract: We present an improved and convenient synthesis of [2.2]paracyclophane‐imidazoline N,O‐ligands with central and planar chirality in seven steps starting from [2.2]paracyclophane. The utility of these ligands in organozinc additions to aldehydes is described. The asymmetric ethylation of aldehydes proceeded with enantioselectivities of up to 97 % ee, while the asymmetric arylation of aldehydes gave up to 95 % ee (R) and 82 % ee (S) using (S,S,SP)‐UCD‐Imphanol and (S,S,RP)‐UCD‐Imphanol, respectively.

Source: Chemistry - A European Journal

DOI: 10.1002/chem.202403345

Authors: Sundaravel Vivek Kumar, Patrick J Guiry

Institutions: University College Dublin, National University of Ireland

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,640

Funders: Science Foundation Ireland, Irish Research Council