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Preparative routes to spiroacetals derived from chroman-4-one (2,3-dihydro-4H-1-benzopyran-4-one)

✍ Scribed by Peter J. Cremins; Roy Hayes; Timothy W. Wallace


Publisher
Elsevier Science
Year
1993
Tongue
French
Weight
626 KB
Volume
49
Category
Article
ISSN
0040-4020

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✦ Synopsis


Methyl 2-(4-hydroxybutyl)-4-oxo-4~-1-benzopyran-3-carboxylate 6 1s transformed mto the sproacetals 13 and 14 (ratio 5 1) vw treatment with mdomethane&otassmm carbonate, the process mvolvmg sequenaal mtramolecular conjugate addmon and enolate alkylafion The 2,3-epoxlde 7 derived from 6 undergoes spuwychsation to the hydroxyesters 16 and 17 upon treatment with acids The siruchues of 13 and 16 were confirmed by X-ray crystallography


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