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Influence of the stereochemistry on the rate of cyclization of cis and trans-o-hydroxyaryl alkenyl ketones. Mechanistic implications

✍ Scribed by Miguel A. Miranda; Jaime Primo; Rosa Tormos

Book ID: 104204233
Publisher: Elsevier Science
Year: 1987
Tongue: French
Weight: 391 KB
Volume: 43
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(01)86817-4

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✦ Synopsis

Irradiation of the aryl trans-2-butenoates 4b-e affords the corresponding photmes products lb-e, together with their cis isomers 3b-r. After srparatic:l by means ot' HPLC, the Kin&zs of the basic cyclization of the trans and cis-o-hydroxyketones lb-e and 3b-e to the -chromanones Zb-e were studied. The mechanistic implications of the obtained data are discussed.

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