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Synthesis of (±)-coerulescine and a formal synthesis of (±)-horsfiline

MY Chang, CL Pai, YH Kung

文献索引:Chang, Meng-Yang; Pai, Chun-Li; Kung, Yung-Hua Tetrahedron Letters, 2005 , vol. 46, # 49 p. 8463 - 8465

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被引用次数: 52

摘要

A straightforward synthesis of (±)-coerulescine and (±)-horsfiline has been established from 3-formyl-3-phenylpyrrolidine employing 4-hydroxypiperidine as the starting material. There are two remarkable steps for the synthesis of (±)-coerulescine and (±)-horsfiline. One is the rapid access to produce 3-formyl-3-phenylpyrrolidine by Lewis acid-catalyzed rearrangement of 3, 4-dihydroxy-4-phenylpiperidine. The other key step is an ...