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A Formal Synthesis of Iridoid 9‐Deoxygelsemide
Author(s) -
Liu Yang,
Zhao Gang
Publication year - 2013
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201201039
Subject(s) - chemistry , iridoid , formal synthesis , cyclopentane , ring (chemistry) , epoxide , stereochemistry , organic chemistry , glycoside , catalysis
A formal total synthesis of iridoid 9‐deoxygelsemide has been accomplished. Our approach features the use of ( S )‐carvone as starting material, Favorskii rearrangement to construct the functionalized cyclopentane core, Chugeav elimination to introduce the endocyclic double bond, and the ring‐opening reaction of epoxide to build the second five‐membered ring.