512-74-3Relevant academic research and scientific papers
First Enantioselective Synthesis of Mikanecic Acid via Diels-Alder Cycloaddition Mediated Construction of Chiral Vinylic Quaternary Center
Basavaiah, Deevi,Pandiaraju, Subramanian,Sarma, Pakala K. S.
, p. 4227 - 4230 (2007/10/02)
Chiral mikanecic acid (1) was synthesized in 74 percent enantiomeric purity (92 percent ee after crystallization) via asymmetric Diels-Alder reaction of a novel in situ generated chiral 1,3-butadiene-2-carboxylate (A).
SYNTHESIS AND REACTIVITY OF A STABLE PRECURSOR OF 2-CYANO-1,3-BUTADIENE
Baraldi, Pier Giovanni,Barco, Achille,Benetti, Simonetta,Manfredini, Stefano,Pollini, Gian Piero,et.al.
, p. 6451 - 6454 (2007/10/02)
A new, productive synthesis of 3-cyano-2,5-dihydrothiophene-1,1-dioxide (3) is described.This substituted sulfolene serves as a stable precursor of 2-cyano-1,3-butadiene and can be used in the Diels-Alder reactions without isolation of the unstable diene.The Diels-Alder reactions of 2-cyano-1,3-butadiene appear to proceed in high yield only with electron-deficient dienophiles, but (13)C NMR shows that in some cases the products are a mixture of regioisomeric cycloadducts.
