65807-60-5Relevant academic research and scientific papers
The first allylation of esters by an allylsilane: One-pot domino synthesis of triallylmethane derivatives
Bandi, Chenna Kesava Reddy,Belostotskii, Anatoly,Hassner, Alfred
, p. 2661 - 2670 (2014/09/30)
We report the first successful allylation of aromatic esters by allyltrimethylsilane. The reaction is mediated by 0.3-1.0equiv. of titanium tetrachloride (TiCl4) at room temperature and leads in a multi-step, one-pot reaction to quaternary triallylmethane derivatives 5. The most efficient ester possessed two ortho-methoxy substituents on the phenol ring. Molecular modelling revealed the ability of this compound to form a bidentate titanium complex, thus improving the steric accessibility of the ester carbonyl to nucleophilic attack.
SYNTHESIS OF SUBSTITUTED BENZENOIDS AND BIPHENYLS VIA DIELS-ALDER CYCLOADDITION OF 6-METHOXY-2-PYRONES
Ahmed, Salman A.,Bardshiri, Esfandiar,Simpson, Thomas J.
, p. 1595 - 1596 (2007/10/02)
A convenient synthesis of substituted 6-methoxy-2-pyrones from alkyl and aryl esters is described.These pyrones undergo Diels-Alder reactions with acetylenic dienophiles to provide an efficient route to polysubstituted benzoates, phthalates and biphenyls.
