Formal [4 + 1]- and [5 + 1]-annulation by an SN2–conjugate addition sequence : stereoselective synthesis of highly substituted carbocycles

• Main Authors: Heng, Yi Li, Chiba, Shunsuke, Tong, Benny Meng Kiat, Chen, Hui, Chong, Sin Yee
• Other Authors: School of Physical and Mathematical Sciences
• Format: Article
• Language: English
• Published: 2013
• Online Access: https://hdl.handle.net/10356/96126; http://hdl.handle.net/10220/10606
• Institution: Nanyang Technological University

K2CO3-mediated reactions of 6-bromo-2-hexenoates and 7-bromo-2-heptenoate with active methylene compounds deliver highly substituted cyclopentane and cyclohexane derivatives, respectively via a sequence of SN2–conjugate addition reactions (formal [4 + 1]- and [5 + 1]-annulation) in a diastereoselect...