Recent Advances in Organocatalyzed Asymmetric Sulfa-Michael Addition Triggered Cascade Reactions

Chem Rec. 2023 Jul;23(7):e202200258. doi: 10.1002/tcr.202200258. Epub 2023 Jan 3.

Abstract

The sulfa-Michael addition reaction is a crucial subset of the Michael addition reaction, and aroused the interest of numerous synthetic biologists and chemists. In particular, sulfa-Michael addition triggered cascade reaction has developed quickly in recent years because it offers an efficient method to construct C-S bonds and other bonds in one approach, which is widely applicable for building chiral pharmaceuticals, their intermediates, and natural compounds. This review emphasizes the recent advancements in sulfa-Michael addition-triggered cascade reactions for the stereoselective synthesis of sulfur-containing compounds, including sulfa-Michael/aldol, sulfa-Michael/Henry, sulfa-Michael/Michael, sulfa-Michael/Mannich and some sulfa-Michael triggered multi-step processes. Moreover, some reaction mechanisms and derivatization experiments are introduced appropriately.

Keywords: asymmetric organocatalysis; cascade reaction; stereoselectivity; sulfa-Michael addition; sulfur-containing compound.

Publication types

  • Review

MeSH terms

  • Stereoisomerism
  • Sulfur Compounds* / chemistry

Substances

  • Sulfur Compounds