Tandem [4+ 2]/[3+ 2] Cycloadditions of Nitroalkenes. 9. Synthesis of (-)-Rosmarinecine

…, A Thorarensen, DS Middleton

文献索引：Denmark, Scott E.; Thorarensen, Atli; Middleton, Donald S. Journal of the American Chemical Society, 1996 , vol. 118, # 35 p. 8266 - 8277

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被引用次数: 81

摘要

(-)-Rosmarinecine (2) is the necine base portion of the pyrrolizidine alkaloid (-)-rosmarinine.(- )-Rosmarinecine is a representative of the group of pyrrolizidines that show a cis relationship between adjacent stereocenters C (1), C (7), and C (7a), in addition to a highly oxygenated skeleton.(-)-Rosmarinecine (2) has been synthesized in eight steps and 14.8% overall yield, as an illustration of a general approach for the construction of pyrrolizidines ...