High Reactivity of Strained Seven‐Membered‐Ring trans‐Alkenes |
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| Authors: | Jillian R Sanzone Prof K A Woerpel |
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| Institution: | Department of Chemistry, New York University, 100 Washington Square East, New York, NY 10003 (USA) |
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| Abstract: | trans‐Oxasilacycloheptenes are highly reactive strained alkenes. Competition reactions showed that these seven‐membered ring trans‐alkenes underwent 4+2] cycloaddition reactions faster than a trans‐cyclooctene. They also reacted with quinones and dimethyl acetylenedicarboxylate to form adducts with high diastereoselectivity. Kinetic studies showed that ring strain increases nucleophilicity by approximately 109. |
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| Keywords: | alkenes cycloaddition cycloheptenes silicon strained molecules |
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