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

O6; 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...

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Bibliographic Details
Published in:Chinese chemical letters 2008-11, Vol.19 (11), p.1265-1267
Main Authors: Bi, Fu Qiang, Fang, Li Jing, Zhang, Chen Xi, Li, Yu Lin
Format: Article
Language:English
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Summary:O6; 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.
ISSN:1001-8417
DOI:10.1016/j.cclet.2008.09.022