Diels - Alder Reactions of 3-Furylamines in Organic and Aqueous Solvents | Zendy

Anthony R. Lingham | Zendy; Helmut Hügel | Zendy; Trevor J. Rook | Zendy

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Diels - Alder Reactions of 3-Furylamines in Organic and Aqueous Solvents

Author(s) -

Anthony R. Lingham,

Helmut Hügel,

Trevor J. Rook

Publication year - 2006

Publication title -

australian journal of chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.319

H-Index - 77

eISSN - 1445-0038

pISSN - 0004-9425

DOI - 10.1071/ch05339

Subject(s) - chemistry , biocatalysis , enamine , regioselectivity , green chemistry , methyl acrylate , diels–alder reaction , organic chemistry , aqueous solution , hydrolysis , reaction mechanism , acrylate , ionic liquid , catalysis , polymer , monomer , copolymer

Various 5-methyl-3-aminofurans have been shown to undergo facile Diels- Alder reactions with methyl acrylate in aqueous media. Reactions proceeded with exclusive regiochemistry, and enamine cycloadducts were readily hydrolysed to afford 7- oxabicyclo(2.2.1)heptanones in high yields.

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