Total synthesis of acetylmelodorinol

S Chien-Chang, C Shiu-Ching, C Cheng-Jen…

文献索引：Shen, Chien-Chang; Chou, Shiu-Ching; Chou, Cheng-Jen; Ho, Li-Kang Tetrahedron Asymmetry, 1996 , vol. 7, # 11 p. 3141 - 3146

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被引用次数: 16

摘要

An enantioselective total synthesis of bioactive melodorinol and acetylmelodorinol starting from 2, 3-O-isopropylidene-d-glyceraldehyde and an alkoxyfuran is reported. Lithiation of the alkoxyfuran and subsequent reaction with the glyceraldehyde provided two diastereomers. These two adducts were treated with p-toluenesulfonic acid in aqueous THF to give a γ-propylidene butenolide, which was converted to melodorinol and ...