The intermolecular cross-benzoin and acyloin condensation reactions are powerful approaches to α-hydroxy carbonyls in a single step. However, their potentiality suffers from the occurrence of side reactions including self-condensation and the formation of the undesired cross-acyloin. The broad range of azolium salt precatalysts available confers high tunability to NHC mediated benzoin condensation, assuring a good level of selectivity to the direct coupling between two non-equivalent aldehydes. Many efforts have also been devoted to the design of strategies that expand the range of suitable reaction partners beyond the traditional aldehydes and to the discovery of novel umpolung catalytic systems. The synthesis of both racemic and enantiomerically enriched acyloins is reviewed.
|Titolo:||Advances in chemoselective intermolecular cross-benzoin-type condensation reactions|
GAGGERO, NICOLETTA [Conceptualization] (Corresponding)
|Parole Chiave:||Biochemistry; Physical and Theoretical Chemistry; Organic Chemistry|
|Settore Scientifico Disciplinare:||Settore CHIM/06 - Chimica Organica|
|Data di pubblicazione:||2017|
|Digital Object Identifier (DOI):||10.1039/c7ob01662j|
|Appare nelle tipologie:||01 - Articolo su periodico|