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Stereoselective Total Synthesis of Oxylipins: (6 S ,7 E ,9 R ,10 S )‐6,9,10‐Trihydroxyoctadec‐7‐enoic Acid and (6 Z ,8 R ,9 R ,10 S )‐8,9,10‐Trihydroxyoctadec‐6‐enoic Acid
Author(s) -
Singh Yadav Jhillu,
Shiva Shankar Kattela,
Srinivas Reddy Anugu,
Subba Reddy Basi V.
Publication year - 2014
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/hlca.201300223
Subject(s) - chemistry , stereoselectivity , wittig reaction , metathesis , total synthesis , stereochemistry , organic chemistry , catalysis , polymerization , polymer
The stereoselective total syntheses of oxylipins 1b and 1c are described starting from readily accessible natural sugars via the Grubbs cross‐metathesis, Wittig olefination, and Zn‐mediated reductive elimination as key steps.