199926-80-2Relevant academic research and scientific papers
Synthesis and reaction of chiral 4,5-disubstituted 2-oxazolidinones from 3-ethoxy-6-(N-alkyl-N-tert-butoxy- carbonyl)aminohexa-2,4-dienoates in the presence of concentrated sulfuric acid supported on silica gel
Kawano, Tomikazu,Negoro, Kenji,Nitta, Hajime,Ueda, Ikuo
, p. 1261 - 1278 (2007/10/03)
Reaction of chiral 3-ethoxy-6-(N-alkyl-N-tert-butoxycarbonyl)amino-hexa- 2,4-dienoates (3) and related compounds with 97% concentrated sulfuric acid supported on silica gel proceeded stereo- and regio-selectively to yield chiral 4,5-disubstituted N-alkyl-2-oxazolidinones (7). Under the limited conditions, 7 were converted into N-alkyl-2-pyrrolylacetates (8) and 2- oxazolidinone derivatives (12) which may serve as a chiral auxiliary.
A facile synthesis of 5-substituted 2-furyl-, 2-thienyl- and 2- pyrrolylacetates by cyclodehydration of γ-functionalized α,β-unsaturated ketones
Kawano, Tomikazu,Ogawa, Toni,Md. Islam, Saiful,Ueda, Ikuo
, p. 1279 - 1295 (2007/10/03)
Synthesis of 5-substituted 2-furyl-, 2-thienyl- and 2-pyrrolylacetates is achieved by acid-catalyzed cyclodehydration of γ-hydroxy (γ-acetylthio and γ-amino)-α,β-unsaturated ketones generated from ethyl 6-substituted 3- ethoxy-6-hydroxy-(6-acetylthio and 6-amino)hexa-2,4-dienoates which are easily accessible from α-functionalized carbonyl compounds and Wittig reagents.
