First total synthesis of 10α-hydroxy-4-muurolen-3-one and its C_(10)-isomer  

作　　者：Fu Qiang Bi Li Jing Fang Chen Xi Zhang Yu Lin Li 

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

出　　处：《Chinese Chemical Letters》2008年第11期1265-1267,共3页中国化学快报（英文版）

基　　金：the financial supports from the National Natural Science Foundation of China (No.20272021).

摘　　要：An efficient synthetic route to muurolane type sesquiterpenes starting from （R）-carvone, employing allylic diazene rearrangement and the ring closing methesis （RCM） reaction as key steps, is described. The first asymmetric total synthesis of （-）-10α- hydroxy-4-muurolen-3-one 11 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.An efficient synthetic route to muurolane type sesquiterpenes starting from （R）-carvone, employing allylic diazene rearrangement and the ring closing methesis （RCM） reaction as key steps, is described. The first asymmetric total synthesis of （-）-10α- hydroxy-4-muurolen-3-one 11 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.

关 键 词：10α-Hydroxy-4-muurolen-3-one 10β-Hydroxy-4-muurolen-3-one Allylic diazene rearrangement RCM reaction Total synthesis 

分 类 号：O62[理学—有机化学]