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

National Laboratory of Applied Organic Chemistry and Institute of Organic Chemistry Lanzhou University Lanzhou 730000

Received Date: 5 March 1998

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%.
- coniferyl alcohol,
- synthesis
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