Studies Towards the Synthesis of the Core of Endiandric Acid H
In the presence of a CuBr·SMe2 catalytic system, a very simple and efficient approach for the synthesis of the key precursor of the core of endiandric acids starting from the readily and abundantly available 3-butyn-1-ol in five linear steps with an overall yield of 40% was developed.
Endiandric acid, a novel carboxylic acid from Endiandra introrsa(Lauraceae): X-ray structure determination
X-Ray crystal structure analysis shows that endiandric acid, a constituent of the Australian tree Endiandra introrsa, has the novel racemic structure (1), (1RS,3RS,6SR,7SR,10SR,11RS,12RS,13RS)-(6-phenyltetracyclo[5.4.2.03,13010,12]trideca-4,8-dien-11-yl]acetic acid.
Synthesis of unsymmetrical biaryls via kinetic higher order cyanocuprates: scope, limitations, and spectroscopic insights
Treatment of lower order arylcyanocuprates ArCu(CN)Li with 1 equiv of an aryllithium (Ar'Li) at temperatures around -125 o C leads to higher order reagents Ar(Ar')Cu(CN)Li 2 . Upon exposure of such reagents at this temperature to ground-state molecular oxygen, good yields of the unsymmetrical biaryl Ar-Ar' can be realized. Several different types of aryl ligands have been examined, including naphthalenes, to assess the generality of this method. Spectroscopic data ( 13 C NMR) have been obtained on three different cuprates at -130 o C and at higher temperatures to determine if their kinetic nature, as illustrated by their synthetic chemistry, can be substantiated by physical means