Enantioconvergent Substitution Reactions of Racemic Electrophiles by Organocatalysis

Chemistry. 2021 Jul 16;27(40):10215-10225. doi: 10.1002/chem.202100439. Epub 2021 Jun 4.

Abstract

Over the past decades, the development of enantioselective catalysis using organocatalysts has evolved into an active research field and a number of enantioselective transformations have been established. However, despite their being a highly desirable process for the synthesis of organic molecules in an enantioenriched form, the enantioconvergent substitution reactions of racemic electrophiles using organocatalysts still present several challenges. Although intrinsic difficulties in the catalytic stereocontrol abound due to the initial chiral information of racemic electrophiles, in recent years, mechanistically diverse enantioconvergent processes have been intensively investigated in organocatalysis. This Minireview focuses on recent achievements in the development of enantioconvergent substitution reactions of racemic electrophiles using organocatalysts. The contents are classified on the basis of the mechanistic types of enantioconvergent processes.

Keywords: Brønsted acid catalysts; chiral catalysts; enantioconvergence; organocatalysis; substitution reactions.

Publication types

  • Review

MeSH terms

  • Catalysis
  • Stereoisomerism*