A Strategy Enabling Enantioselective Direct Conjugate Addition of Inert Aryl Methane Nucleophiles to Enals with a Chiral Amine Catalyst under Mild Conditions. Issue 28 (24th May 2013)

• Record Type: Journal Article
• Authors: Li, Tengfei; Zhu, Jin; Wu, Deyan; Li, Xiangmin; Wang, Sinan; Li, Hao; Li, Jian; Wang, Wei
• Is Part Of: Chemistry. Volume 19:Issue 28(2013)
• Page Start: 9147
• Page End: 9150
• Publication Date: 2013-05-24
• Subjects: aryl methane -- enals -- iminium catalysis -- Michael addition -- organocatalysis; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201300304
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract : Nitro‐charged activation : An organocatalytic enantioselective conjugate addition of aryl methyl nucleophiles to enals has been developed to produce ubiquitous chiral benzylic building blocks (see scheme; TES=triethylsilyl). Taking advantage of the strongly electron‐withdrawing nature of nitro groups, which can be conveniently transformed into other functionalities, this functionality was incorporated into aromatic systems as a temporary activating group.