Heteroatom Chirality

Abstract

Whilst chirality is well‐explored at carbon atoms, many chemists overlook heteroatom chirality, not least because the synthesis of conformationally stable compounds is challenging. Here, we highlight recent syntheses of molecules which are chiral at nitrogen and oxygen.

Unrevealing the Nitrogen Elusive Chirality of 3‐Sulfanyl and 3‐Sulfinyl N‐Tosyl Isoindolinones by ECD Spectra: An Experimental and Theoretical Investigation

“…The chirality of heteroatoms-particularly nitrogen-is a fascinating and sometimes elusive issue in organic chemistry. [1] Nonetheless, it is an essential factor to consider when studying nitrogen-containing compounds since they are involved in countless biochemical processes and relevant both in pharmaceutical and organic materials. Indeed, compounds with such a kind of chirality not only play a major role in asymmetric synthesis and molecular recognition, [2] but they are also at the core of crucial research based on the concepts of chiral memory and chirality transfer.…”

“…The chirality of heteroatoms–particularly nitrogen–is a fascinating and sometimes elusive issue in organic chemistry [1] . Nonetheless, it is an essential factor to consider when studying nitrogen–containing compounds since they are involved in countless biochemical processes and relevant both in pharmaceutical and organic materials.…”