Formal [4 + 1]- and [5 + 1]-annulation by an S(N)2-conjugate addition sequence: stereoselective synthesis of highly substituted carbocycles |
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| Authors: | Tong Benny Meng Kiat Chen Hui Chong Sin Yee Heng Yi Li Chiba Shunsuke |
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| Institution: | Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore. |
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| Abstract: | K(2)CO(3)-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 S(N)2-conjugate addition reactions (formal 4 + 1]- and 5 + 1]-annulation) in a diastereoselective manner. |
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