Catalytic activation of carbohydrates as formaldehyde equivalents for Stetter reaction with enones

• Main Authors: Zhang, Junmin, Xing, Chong, Tiwari, Bhoopendra, Chi, Robin Yonggui
• Other Authors: School of Physical and Mathematical Sciences
• Format: Article
• Language: English
• Published: 2014
• Subjects: DRNTU::Science::Chemistry
• Online Access: https://hdl.handle.net/10356/104155; http://hdl.handle.net/10220/19437
• Institution: Nanyang Technological University

We disclose the first catalytic activation of carbohydrates as formaldehyde equivalents to generate acyl anions as one-carbon nucleophilic units for a Stetter reaction. The activation involves N-heterocyclic carbene (NHC)-catalyzed C–C bond cleavage of carbohydrates via a retro-benzoin-type process...