108153-76-0Relevant academic research and scientific papers
Organocatalytic asymmetric anti-selective Michael reactions of aldehydes and the sequential reduction/lactonization/pauson-khand reaction for the enantioselective synthesis of highly functionalized hydropentalenes
Hong, Bor-Cherng,Dange, Nitin S.,Yen, Po-Jen,Liao, Ju-Hsiou,Lee, Gene-Hsiang
supporting information, p. 5346 - 5349,4 (2020/09/02)
A new method has been developed for the enantioselective synthesis of highly functionalized hydropentalenes bearing up to four stereogenic centers with high stereoselectivity (up to 99% ee). This process combines an enantioselective organocatalytic anti-selective Michael addition with a highly efficient one-pot reduction/lactonization/Pauson-Khand reaction sequence. The structures and absolute configurations of the products were confirmed by X-ray analysis.
Synthesis of 4-Ylidenebutenolides. A Practical Route to 2-En-4-ynoic Acid Intermediates based on Conjugate Addition of Alkynyl-lithium Reagents
Clemo, Nicholas G.,Pattenden, Gerald
, p. 2133 - 2136 (2007/10/02)
Conjugate addition of alkynyl-lithium reagents to diethyl ethoxymethylenemalonate, followed by simultaneous saponification and 1,2-elimination of ethanol from the intermediate adducts, viz (18), in the presence of ethanolic potassium hydroxide, provides a useful synthesis of substituted propargylidenemalonic acids (19).Cyclisation of the propargylidenemalonic acids, using known procedures then leads to the corresponding 4-ylidenebutenolides, e.g. (20) and (21)
