Asymmetric synthesis of Anomala Osakana Pheromone isomer using protecting group free strategy  

Asymmetric synthesis of Anomala Osakana Pheromone isomer using protecting group free strategy

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作  者:LINLi, LIA-Ni ZHAO QingYang YANG FanZhi YIN Wen WANG Rui 

机构地区:[1]State Key Laboratory of Applied Organic Chemistry and Institute of Biochemistry and Molecular Biology, Lanzhou University, Lanzhou 730000, China

出  处:《Chinese Science Bulletin》2010年第25期2811-2813,共3页

基  金:supported by the National Natural Science Foundation of China (20772052)

摘  要:The protecting group free synthesis of Anomala Osakana Pheromone isomer has been achieved with high enantioselectivity (92% ee). A chiral γ-hydroxy-α, β-acetylenic ester was used as the key intermediate, which was obtained via asymmetric alkynylation of aldehyde. This was followed by readily handled selective hydrogenation and lactonization in three steps with a high overall yield (86%).The protecting group free synthesis of Anomala Osakana Pheromone isomer has been achieved with high enantioselectivity (92% ee). A chiral y-hydroxy-α, β-acetylenic ester was used as the key intermediate, which was obtained via asymmetric alkynylation of aldehyde. This was followed by readily handled selective hydrogenation and lactonization in three steps with a high overall yield (86%).

关 键 词:保护基 异构体 信息素 不对称 免费 合成 铜绿 对映选择性 

分 类 号:O621.3[理学—有机化学] O613.71[理学—化学]

 

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