Ytterbium triflate catalyzed synthesis of alkoxy-substituted donor-acceptor cyclobutanes and their formal [4 + 2] cycloaddition with imines: stereoselective synthesis of piperidines |
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| Authors: | Moustafa Mahmoud M Abd Rabo Pagenkopf Brian L |
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| Affiliation: | Department of Chemistry, The University of Western Ontario, London, Ontario N6A 5B7, Canada. |
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| Abstract: | ![]()
A new synthesis of 2-alkoxy-1,1-cyclobutane diesters and their first use in dipolar cycloadditions is reported. Both the formation of the donor-acceptor cyclobutanes and their subsequent annulation with in situ formed imines are catalyzed by Yb(OTf)(3). Cyclobutanes with carbon donor groups give piperidines with high trans stereoselectivity. |
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