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Models for the Carbonyl–ene Cyclization Reaction: Open and Closed Transition States |
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| Authors: | D. Christopher Braddock King Kuok (Mimi) Hii John M. Brown |
| Abstract: | Different cyclization products are formed with different Lewis acids in the ene cyclization of 5-hexenals (see scheme on the right; a: methylaluminum bisphenoxide, b: Me2AlCl, c: Sc(OSO2CF3)3). This is not surprising, but it is gratifying that these result can be rationalized with an internally consistent model. |
| Keywords: | Cyclizations Isotopic labeling Lewis acids NMR spectroscopy Reaction mechanisms |