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Regioselective photochemical cycloaddition of enamine-carbaldehydes and alkenes; synthesis of 1,4-Dihydropyridines and 2-hydroxy-1,2,3,4-tetrahydropyridines

✍ Scribed by Lutz F. Tietz; Andreas Bergmann; Klaus Brüggemann

Publisher
Elsevier Science
Year
1983
Tongue
French
Weight
174 KB
Volume
24
Category
Article
ISSN
0040-4039

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✦ Synopsis

1 and alkenes 2 with an electron-withdrawing or an electron-donating group 2 a-f and 2 g-h regioselectively yields the 4-substituted and the 3-substituted 2-hydroxy-1,2,3,4_tetrahydropyridines 3 respectively. Dehydratisation of 3 with electron-withdrawing groups at C-4 gives the 1,4_dihydropyridines 4.

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✍ Jean-Paul Roduit; Hugo Wyler 📂 Article 📅 1985 🏛 John Wiley and Sons 🌐 German ⚖ 830 KB

## Abstract New procedures are described for the synthesis of α,β‐ethylenic and acetylenic aldehydes from 2‐butene‐ and 2‐butyne‐1,4‐diol, respectively (see __Scheme 1__). These are applied to the preparation of a particular δ‐acetylamino‐α,β‐ethylenic aldehyde ((__E__)‐**5**) as well as of its ace