Enantioselective synthesis of bicyclo[3.n.1]alkanes by chiral phosphoric acid-catalyzed desymmetrizing Michael cyclizations
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| Authors: | Alan R Burns Ama?l G E Madec Darryl W Low Iain D Roy Hon Wai Lam |
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| Institution: | a EaStCHEM , School of Chemistry , University of Edinburgh , Joseph Black Building, The King''s Buildings, David Brewster Road , Edinburgh , EH9 3FJ , UK. ;b School of Chemistry , University of Nottingham , University Park , Nottingham , NG7 2RD , UK . Email: |
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| Abstract: | 2,2-Disubstituted cyclic 1,3-diketones containing a tethered electron-deficient alkene undergo chiral phosphoric acid-catalyzed desymmetrizing Michael cyclizations to give bridged bicyclic products in high enantioselectivities. Both bicyclo3.2.1]octanes and bicyclo3.3.1]nonanes are accessible using this methodology. |
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