A highly regio-and stereoselective formation of bicyclo [4.2. 0] oct-5-ene derivatives through thermal intramolecular [2+ 2] cycloaddition of allenes

H Ohno, T Mizutani, Y Kadoh, A Aso…

文献索引：Ohno, Hiroaki; Kadoh, Yoichi; Fujii, Nobutaka; Tanaka, Tetsuaki Organic Letters, 2006 , vol. 8, # 5 p. 947 - 950

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被引用次数: 47

摘要

Thermal [2+ 2] cycloaddition of allenes with an additional multiple bond is described. By simply heating the allenenes or allenynes having a three-atom tether in an appropriate solvent such as dioxane or DMF, the distal double bond of the allenic moiety regioselectively participates in the cycloaddition to form bicyclo [4.2. 0] oct-5-ene derivatives in good to excellent yields. In all the reactions of allenenes, the olefin geometry was completely ...