Unusual regioselective intramolecular Diels-Alder reaction forming tricyclo[4.3.1.0(3,7)]decane system |
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| Authors: | Takasu Kiyosei Mizutani Sayaka Ihara Masataka |
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| Institution: | Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University, Aobayama, Sendai 980-8578, Japan. |
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| Abstract: | The intramoleculae Diels-Alder reaction of cyclohexenone having an unsaturated ester side chain afforded tricyclo4.3.1.0(3,7)]decanone in both a regio- and stereoselective manner under TMSCl-NEt(3)-ZnBr(2) conditions. Unexpectedly, the regiochemical control was against the conventional orbital requirement. |
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