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A Versatile Approach for the Total Syntheses of Fuscinarin and Fuscins
Author(s) -
DU Chao,
LI LiQi,
DA ShiJun,
LI Ying,
XIE ZhiXiang
Publication year - 2008
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.200890131
Subject(s) - chemistry , total synthesis , claisen rearrangement , tandem , combinatorial chemistry , stereochemistry , composite material , materials science
The first total synthesis of fuscinarin ( 1 ) and total synthesis of fuscins, the pentaketide metabolites showing activity against CCR5 in a scintillation proximity assay, were described by using compound 6 as a common intermediate. A key feature of the approach is the microwave‐assisted tandem ortho ‐Claisen/Cope rearrangement that was used for the expedient synthesis of the intermediate 10 .