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Published on: June 21, 2017
Diastereoselective Rhodium Catalyzed [4 + 2] Cycloisomerization of Allenes
1Department of Chemistry, University of Houston, Houston, Texas 77204, United States.
Abstract:
A diastereoselective [4 + 2] cycloisomerization of asymmetric allenyl dienes is reported. The asymmetric dienyl allenes are synthesized using the method reported by Ma. These substrates readily undergo diastereoselective intramolecular rhodium catalyzed [4 + 2] cycloisomerization analogous to thermal intramolecular Diels-Alder reactions. Overall, 29 examples are presented with tethers possessing nitrogen, oxygen, and carbon. Diastereoselectivities range from 99:1 to 90:10 in most examples.
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