Asymmetric Intramolecular Crossed-Benzoin Reactions by N-Heterocyclic Carbene Catalysis

• Published in: Angewandte Chemie International Edition Vol. 45; no. 9; pp. 1463 - 1467
• Main Authors: Enders, Dieter, Niemeier, Oliver, Balensiefer, Tim
• Format: Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 20.02.2006; WILEY‐VCH Verlag; Wiley
• Subjects: asymmetric synthesis; Benzoin - chemical synthesis; Benzoin - chemistry; benzoin reaction; Catalysis; Chemistry; Chemistry, Multidisciplinary; Cyclization; heterocycles; Heterocyclic Compounds - chemistry; homogeneous catalysis; Hydrocarbons - chemistry; Methane - analogs & derivatives; Methane - chemistry; Molecular Structure; N-heterocyclic carbenes; Physical Sciences; Science & Technology; Stereoisomerism; THIAZOLIUM; benzoin reaction; ALDEHYDES; QUATERNARY CARBON CENTERS; ENANTIOSELECTIVE CONSTRUCTION; SALTS; GAMMA-BUTYROLACTONES; asymmetric synthesis; homogeneous catalysis; heterocycles; STEREOCENTERS; STETTER REACTION; LACTAMS; DIRECT ANNULATIONS; N-heterocyclic carbenes

Getting cross: Excellent asymmetric inductions and very good yields are achieved in the generation of a quaternary stereocenter in α‐hydroxy‐substituted tetralones by using chiral N‐heterocyclic carbene catalysts in an enantioselective intramolecular crossed‐benzoin reaction. The synthesis of the co...