1979
DOI: 10.1021/jo01331a030
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Lactim ether chemistry. Cyclic .beta.-enamino ester synthesis

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Cited by 64 publications
(21 citation statements)
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“…They have been prepared from lactim ethers, [10] from azido dicarbonyl compounds, [11] from alkenyl-substituted β-enamino esters, [12] and by lithiation of ketimines [13] amongst others. However, the most common method used for preparation of these compounds is the Eschenmoser sulphide contraction (also known as the Eschenmoser coupling reaction).…”
Section: Resultsmentioning
confidence: 99%
“…They have been prepared from lactim ethers, [10] from azido dicarbonyl compounds, [11] from alkenyl-substituted β-enamino esters, [12] and by lithiation of ketimines [13] amongst others. However, the most common method used for preparation of these compounds is the Eschenmoser sulphide contraction (also known as the Eschenmoser coupling reaction).…”
Section: Resultsmentioning
confidence: 99%
“…All the procedures started from lactim ethers 2a-c, prepared in an ordinary way from the corresponding lactams 1a-c (Scheme 2). Enaminoesters 4a-c were prepared by means of modified literature 35 procedure through intermediates 3a-c using Meldrum's acid as C2 synthon. The decomposition of 3a-c by sodium methoxide gives 4a-c in high yields.…”
Section: Resultsmentioning
confidence: 99%
“…Ethyl 3-methylaminocrotonate [28] 2a, ethyl 3-aminocrotonate [29] 2b, ethyl 3-benzylaminocrotonate [30] 2c, ethyl 3-phenylaminocrotonate [31] 2d, ethyl 3-methylamino-2-pentenoate [32] 2e, ethyl-3-aminocinnamate [33] 2f, ethyl-3-methylaminocinnamate [34] 2g, ethyl 2-(hexahydro-2H-azepin-2-yliden)-acetate [35] 2h, 4-amino-pent-3-en-2-one [36] 2i, 4-methylamino-pent-3-en-2-one [37] 2j, 4-benzylamino-pent-3-en-2-one [38] 2k, 4-anilino-pent-3-en-2-one [39] 2l, 4-(4-bromophenylamino)-3-penten-2-one [38] 2m, 3-benzylamino-crotonanilide [40] 2n were prepared according to literature procedures. General Methods.…”
Section: Methodsmentioning
confidence: 99%