First Total Synthesis of (-)-4-0-(6'-hydroxy-7'(9')-dehydro-6',7'-dihydrogeranyl)-coniferyl Alcohol

Zuo Sheng LIU Chu Sheng HUANG Jiong LAN Yu Lin LI

引用本文: Zuo Sheng LIU,  Chu Sheng HUANG,  Jiong LAN,  Yu Lin LI. First Total Synthesis of (-)-4-0-(6'-hydroxy-7'(9')-dehydro-6',7'-dihydrogeranyl)-coniferyl Alcohol[J]. Chinese Chemical Letters, 1998, 9(8): 717-720. shu
Citation:  Zuo Sheng LIU,  Chu Sheng HUANG,  Jiong LAN,  Yu Lin LI. First Total Synthesis of (-)-4-0-(6'-hydroxy-7'(9')-dehydro-6',7'-dihydrogeranyl)-coniferyl Alcohol[J]. Chinese Chemical Letters, 1998, 9(8): 717-720. shu

First Total Synthesis of (-)-4-0-(6'-hydroxy-7'(9')-dehydro-6',7'-dihydrogeranyl)-coniferyl Alcohol

摘要: The reduction of 2,3-epoxy alcohol, prepared from the Sharpless asymmetric epoxidation, with the system of Ph3P, iodine, imidazole, 2,6-lutidine and water in Et20/CH3CN, gives a chiral secondary allylic alcohol in 94% yield and 92% e.e.. Using this reaction as the key step, we synthesized (-)-coniferyl alcohol derivative 1 starting from the geraniol through nine steps in an overall yield of 39%.

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  • 收稿日期:  1998-03-05
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    沈阳化工大学材料科学与工程学院 沈阳 110142

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