Synthesis of functionalized bicyclo [3.2. 1] octa-2, 6-dienes by thermal rearrangement of substituted 6-exo-(1-alkenyl) bicyclo [3.1. 0] hex-2-ene systems
E Piers, GL Jung, EH Ruediger
文献索引:Piers, Edward; Jung, Grace L.; Ruediger, Edward H. Canadian Journal of Chemistry, 1987 , vol. 65, p. 670 - 682
Thermolysis of each of the enol silyl ethers 31-35 affords, cleanly and efficiently, the bicyclo [3.2. 1] octadienes 36-40, respectively. Similarly, thermal rearrangement of the enol silyl ether 50 provides the diene 51. Hydrolysis of 36, 37, and 39, and decarbomethoxylation of the resultant keto esters 41, 42, and 44, gives the ketones 46-48, respectively. The ketone 46 is also obtained by acid hydrolysis of 51. Conversion of 6-methyl-1-hepten-4-yn-3-ol ( ...