An Enantioselective Decarboxylative Glycolate Aldol Reaction.

ABSTRACT: Herein, we report the application of a benzyloxy-functionalized malonic acid half thioester as an activated ester equivalent in a highly enantioselective decarboxylative glycolate aldol reaction. This robust method operates at ambient temperature, tolerates air and moisture, and generates CO₂ as the only byproduct. The synthetic applicability of the method is demonstrated by the large-scale enantiodivergent synthesis of α-benzyloxy-β-hydroxybutyric acid thioester and its subsequent conversion to diverse polyoxygenated building blocks, deoxy-sugars, and (-)-angiopterlactone B.

SUBMITTER: Rahman MA 

PROVIDER: S-EPMC11519920 | biostudies-literature | 2024 Oct

REPOSITORIES: biostudies-literature