Citation: Fu Qiang Bi, Li Jing Fang, Chen Xi Zhang, Yu Lin Li. First total synthesis of 10α-hydroxy-4-muurolen-3-one and its C₁₀-isomer[J]. Chinese Chemical Letters, ;2008, 19(11): 1265-1267. doi: 10.1016/j.cclet.2008.09.022 shu

First total synthesis of 10α-hydroxy-4-muurolen-3-one and its C₁₀-isomer

State Key Laboratory of Applied Organic Chemistry and Institute of Organic Chemistry, Lanzhou University, Lanzhou 730000, China

Received Date: 20 March 2008

Fund Project: We are grateful for the financial supports from the National Natural Science Foundation of China (No. 20272021).

An efficient synthetic route to muurolane type sesquiterpenes starting from (R)-carvone,employing allylic diazene rearrange-ment and the ring closing methesis (RCM) reaction as key steps,is described.The first asymmetric total synthesis of (-)-10α-hydroxy-4-muurolen-3-one B and (-)-10β-hydroxy-4-muurolen-3-one C was accomplished.Through the total synthesis,the absolute configurations of the natural products A,B and C were established.
- 10α-Hydroxy-4-muurolen-3-one,
- 10β-Hydroxy-4-muurolen-3-one,
- Allylic diazene rearrangement,
- RCM reaction,
- Total synthesis
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