60216-44-6Relevant academic research and scientific papers
Regioselective synthesis of natural and unnatural (Z)-3-(1- alkylidene)phthalides and 3-substituted isocoumarins starting from methyl 2- hydroxybenzoates
Bellina, Fabio,Ciucci, Donatella,Vergamini, Piergiorgio,Rossi, Renzo
, p. 2533 - 2545 (2007/10/03)
(Z)-3-(1-Alkylidene)phthalides and 3-substituted isocoumarins, which include compounds bearing a substituent on their benzene ring, have been selectively and efficiently synthesized by a new protocol which involves: (i) the conversion of methyl 2-hydroxybenzoates into the corresponding nonaflates; (ii) Pd-catalyzed alkynylation reactions of these derivatives; (iii) the conversion of the so obtained methyl 2-(1-alkynyl)benzoates into the corresponding carboxylic acids followed by a transition metal-catalyzed heteroannulation reaction. This procedure has been used to prepare either natural products such as senkyunolide B, senkyunolide C, 3-propylisocoumarin and artemidin, or the MEM-ether of senkyunolide E. The regioselectivity of the transition metal-catalyzed cyclization reactions of 2-(1-alkynyl)benzoic acids has proven to be affected either by the catalyst used or the type of 1- alkynyl group present in these carboxylic acids. (C) 2000 Elsevier Science Ltd.
A convenient one-pot synthesis of (E)-silylated conjugated enynes from 1,1-bis(trimethylsilyl)-2-propyne and carbonyl derivatives
Pornet, Jacques,Princet, Bruno,Mevaa, Luc Mbaze,Miginiac, Leone
, p. 2099 - 2111 (2007/10/03)
1,1-Bis(trimethylsilyl)-2-propyne, prepared from propargyltrimethylsilane, was reacted, in the presence of a Lewis acid, with electrophiles (aldehydes, acetals) to afford (E)-silylated conjugated enynes.
Sila-pheromones: Silicon analogues of the female sex pheromone of the processionary moth Thaumetopoea pityocampa
Arsequell, Gemma,Camps, Francisco,Fabrias, Gemma,Guerrero, Angel
, p. 2739 - 2742 (2007/10/02)
The 15- and 10-dimethylsila-analogues of (Z)-13-hexadecen-11-ynyl acetate, the main component of the female sex pheromone of the processionary moth Thaumetopoea pityocampa, were synthesized to evaluate the influence of the silicon atom on the biological activity.
