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Straightforward Access to the [3.2.2]Nonatriene Structural Framework via Intramolecular Cyclopropenation/Buchner Reaction/Cope Rearrangement Cascade

Xinfang Xu^*†‡(徐新芳),   Xiangbo Wang^†,   Peter Y. Zavalij^‡  and   Michael P. Doyle^*‡  

^†Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, China

^‡Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, United States

Org. Lett. 2015, 17, 790–793

A one-pot cascade process of benzyl enoldiazoacatates, initiated by dirhodium(II)-catalyzed intramolecular cyclopropene formation, occurs via a subsequent Buchner reaction and Cope rearrangement to provide straightforward access to bicyclo[3.2.2]nonatriene derivatives in high yields and selectivities.

链接：

//pubs.acs.org/doi/abs/10.1021/ol503498n