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A Short and Efficient Synthesis of a Novel Diarylheptanoid Isolated from Pleuranthodium Racemigerum
Author(s) -
Chang ChingYao
Publication year - 2011
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.201190026
Subject(s) - chemistry , olefin metathesis , yield (engineering) , olefin fiber , total synthesis , organic chemistry , metathesis , stereochemistry , catalysis , materials science , metallurgy , polymerization , polymer
The first total synthesis of the linear diarylheptanoid 1‐(4″‐methoxyphenyl)‐7‐(4′‐hydroxyphenyl)‐( E )‐hept‐2‐ene, which has a uniquely nonconjugated olefin, was achieved. The synthetic route employed an olefin cross‐metathesis as a key step. Beginning with commercially available 3‐(4‐hydroxyphenyl)propan‐1‐ol, the final product was made in three steps with a 52% yield.