137905-76-1Relevant academic research and scientific papers
Ti-direct, powerful, stereoselective aldol-type additions of esters and thioesters to carbonyl compounds: Application to the synthesis and evaluation of lactone analogs of jasmone perfumes
Nagase, Ryohei,Matsumoto, Noriaki,Hosomi, Kohei,Higashi, Takahiro,Funakoshi, Syunsuke,Misaki, Tomonori,Tanabe, Yoo
, p. 151 - 159 (2008/03/28)
An efficient TiCl4-Et3N or Bu3N-promoted aldol-type addition of phenyl and thiophenyl esters or thioaryl esters with aldehydes and ketones was performed (total 46 examples). The present method is advantageous from atom-economical and cost-effective viewpoints; good to excellent yields, moderate to good syn-selectivity, substrate variations, reagent availability, and simple procedures. Utilizing the present reaction as the key step, an efficient short synthesis of three lactone [2(5H)-furanone] analogs of jasmine perfumes was performed. Among them, the lactone analog of cis-jasmone had a unique perfume property (tabac). The Royal Society of Chemistry.
Diastereoselective aldol condensation of directly generated titanium enolates of activated esters
Annunziata, Rita,Cinquini, Mauro,Cozzi, Franco,Cozzi, Pier Giorgio,Consolandi, Emanuela
, p. 7897 - 7910 (2007/10/02)
Simply generated (TiCl4, Et3N, -78°C) titanium enolates of some thioesters and α-thio substituted esters undergo aldol condensations with achiral and chiral aldehydes with low to high stereoselectivity. An 1H-NMR study of
