Synthesis and Determination of Absolute Configuration of a Divergent Polyhydroxy Enyne Compound  

Synthesis and Determination of Absolute Configuration of a Divergent Polyhydroxy Enyne Compound

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作  者:Zhi Jie XUE Yuan Chao LI 

机构地区:[1]Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203

出  处:《Chinese Chemical Letters》2005年第12期1569-1572,共4页中国化学快报(英文版)

摘  要:Polyhydroxy enyne compound (+)-(1'S, 2R, 3S, 5S, 6S)-5,6-dimethoxy-5, 6-dimethyl- 2-(1'-hydroxylpropyl-2-ne)-3-vinyl-l,4-dioxane has been synthesized from D-(-)-tartaric acid. A new chiral center was established by nucleophilic addition with 87% de. The modified Mosher's method was employed to confirm the absolute configuration of 17, which assigned the S-configuration at the new chiral center.Polyhydroxy enyne compound (+)-(1'S, 2R, 3S, 5S, 6S)-5,6-dimethoxy-5, 6-dimethyl- 2-(1'-hydroxylpropyl-2-ne)-3-vinyl-l,4-dioxane has been synthesized from D-(-)-tartaric acid. A new chiral center was established by nucleophilic addition with 87% de. The modified Mosher's method was employed to confirm the absolute configuration of 17, which assigned the S-configuration at the new chiral center.

关 键 词:Tartaric acid enyne compound nucleophilic addition modified Mosher's method 

分 类 号:O625.51[理学—有机化学]

 

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