On the Thermal Behavior of Schiff Bases of Retinal and Its Analogues: 1,2-Dihydropyridine Formation via Six-?-Electron Electrocyclization of 13-Cis Isomers

DOI: 10.1021/ja00193a043

Source and publish data:

Journal of the American Chemical Society p. 4051 - 4063 (1989)

Update date:2022-07-30

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Authors:

Lera, Angel R. de

Reischl, Wolfgang

Okamura, William H.

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Article abstract of DOI:10.1021/ja00193a043

Reaction of 13-tert-butyl-13-cis-retinal (3a) with n-butylamine affords n-butyl Schiff base 3b, which affords the electrocyclized dihydropyridine (DHP) 7b with a half-life of ca. 11 min at 23 deg C in benzene-d₆.The corresponding 11,13-dicis Sc

Full text of DOI:10.1021/ja00193a043

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