A Catalytic Asymmetric Electrocyclization-Protonation Reaction

✍ Scribed by Magnus Rueping; Winai Ieawsuwan

• Publisher: John Wiley and Sons
• Year: 2009
• Tongue: English
• Weight: 227 KB
• Volume: 351
• Category: Article
• ISSN: 1615-4150
• DOI: 10.1002/adsc.200800623

✦ Synopsis

Abstract

The first enantioselective Brønsted acid‐catalyzed electrocyclization‐protonation reaction has been developed which provides a number of different cyclopentenones in good yields and with high enantioselectivities. The stereodetermining step of this asymmetric Nazarov cyclization reaction is an asymmetric Brønsted acid‐catalyzed kinetic protonation.