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Stereoselective synthesis of naturally occurring unsaturated amide alkaloids by a modified RambergľBäcklund reaction

…, Y Zhang, Z Huang, X Cao, K Gao

文献索引:Li, Yang; Zhang, Yu; Huang, Zhi; Cao, Xiaoping; Gao, Kun Canadian Journal of Chemistry, 2004 , vol. 82, # 5 p. 622 - 630

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被引用次数: 14

摘要

A convenient and rapid approach for the synthesis of naturally occurring unsaturated amide alkaloids 1a ľ 1n by the recently developed one-flask RambergľBäcklund reaction is described. The starting material was alcohol 3, which was transformed into thiolacetate 4 using the Mitsunobu reaction. In situ cleavage of acetyl moiety of 4, followed by alkylation of the resulting thiol with appropriate chloroacetamide 5, provided the sulfide 6. Oxidation of ...

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