Organocatalytic Conjugate Hydroazidation and Hydrocyanation: A Metal-Free Approach to Synthetically Versatile Chiral Building Blocks

Abstract

Chiral β-azido- and β-cyanocarbonyl compounds are extremely useful building blocks in asymmetric synthesis, thanks to the manyfold reactivity of their functional groups. The enantioselective synthesis of such compounds, until the beginning of the 21st century, has been mostly achieved using transition-metal chiral catalysts. The explosion of enantioselective organocatalysis, however, has enabled the development of efficient metal-free methodologies with significant benefits in terms of costs and environmental safety. An overview of the advances made in recent years in this field is herein presented.

Keywords

• organocatalysis
• metal-free
• sustainability
• azidation
• cyanation