Vicinal Diones and α‐Keto Esters as Electrophiles of Aldolases for Stereoselective Construction of Tertiary Alcohols

• DOI: 10.1002/cctc.202400337
• Publication Date: 2024-03-07T10:57:00Z
• Authors: Zhenzhen Luo; Qiaoqiao Li; Huijun Yang; Yulian Li; Yanqiong Liu; Chunping Tang; Jia Liu; Changqiang Ke; Yang Ye; Rui Zhang; Cangsong Liao
• Keywords: Vicinal; Tertiary alcohols

Abstract Aldolases are powerful C−C bond‐forming enzymes with high stereoselectivity and broad substrate scope in biocatalysis, but their ability to stereoselectively construct tertiary alcohols has not been fully explored. Herein, we demonstrate that vicinal diones α‐keto esters electrophiles can be accepted by both natural computationally designed aldolases via various catalytic mechanisms. This method allows for the efficient asymmetric synthesis of small molecules alcohols, including noncanonical amino acids. study presents first types generic nonnatural substrates reveals new opportunities use versatile chiral synthons.