475232-65-6Relevant academic research and scientific papers
γ-Regioselectivity of lithiated 2-buten-4-olide towards aromatic aldehydes: A simple synthesis of γ-arylidenebutenolides
Pohmakotr, Manat,Tuchinda, Patoomratana,Premkaisorn, Pornchai,Reutrakul, Vichai
, p. 11297 - 11304 (1998)
Lithiated 2-buten-4-olide was found to react with aromatic aldehydes regioselectively at γ-position to provide 4-(1-aryl-1-hydroxymethyl)-2- buten-4-olides which could be readily converted into the corresponding (Z)- γ-arylidenebutenolides.
The first organocatalytic addition of 2-trimethylsilyloxyfuran to carbonyl compounds: hydrogen-bond catalysis in γ-butenolides synthesis
De Rosa, Margherita,Citro, Lucia,Soriente, Annunziata
, p. 8507 - 8510 (2006)
This letter describes the first example of diastereoselective 'organocatalyzed' synthesis of the butenolide products substituted at the γ-position by a chain bearing hydroxyl groups. The urea-derivative 4 has proved to be an efficient catalyst for the addition of the commercial TMSOF to carbonyl compounds under solvent-free conditions. The reaction conditions and generality of the procedure have been examined.
Organocatalyzed highly enantioselective and anti-selective construction of γ-butenolides through vinylogous Mukaiyama aldol reaction
Zhu, Ning,Ma, Bao-Chun,Zhang, Yong,Wang, Wei
supporting information; experimental part, p. 1291 - 1295 (2010/07/03)
The formation of chiral γ-butenolides has been achieved with good yields (up to 90%), high enantioselectivity (up to 91%) and diastereoselectivity (up to 9/1, anti-selective) through an organocatalyzed vinylogous Mukaiyama aldol reaction of 2-(trimethylsilyloxy)furan and aldehydes. A wide range of chiral γ-butenolides was obtained under mild conditions by this methodology.
Zeolite mediated stereoselective synthesis of γ-alkylidenebutenolides
Sundar,Kundu, Mrinal K.,Reddy, P. Veera,Mahendra,Bhat, Sujata V.
, p. 1881 - 1886 (2007/10/03)
Stereoselective synthesis of Z-γ-alkylidenebutenolides has been achieved through H-ZSM 5 mediated dehydration.
