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Synthesis of (±)‐( E , E )‐2,7‐Dimethylocta‐2,4‐dienedioic Acid
Author(s) -
Wenkert Ernest,
Khatuya Haripada
Publication year - 1999
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/(sici)1522-2675(19990407)82:4<511::aid-hlca511>3.0.co;2-d
Subject(s) - chemistry , carbenoid , furan , wittig reaction , hydrolysis , ring (chemistry) , medicinal chemistry , rhodium , organic chemistry , stereochemistry , catalysis
Abstract (±‐(2 E ,4 E )‐2,7‐Dimethylocta‐2,4‐dienedioic acid ( 1 ) was synthesized efficiently from furan, employing a rhodium‐carbenoid‐induced furan‐ring‐unravelling reaction followed by an unusual NaBH 4 /CeCl 3 ⋅7 H 2 O reduction, Wittig‐Horner olefination, and diester hydrolysis.