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Regiochemistry of photocycloaddition in carbonyl-substituted 1,5-hexadienes

✍ Scribed by Steven Wolff; WilliamC. Agosta


Publisher
Elsevier Science
Year
1981
Weight
48 KB
Volume
17
Category
Article
ISSN
0047-2670

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πŸ“œ SIMILAR VOLUMES


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✍ Albert R. Matlin; David J. McGarvey πŸ“‚ Article πŸ“… 1987 πŸ› Elsevier Science 🌐 French βš– 209 KB

The regioselectivity of the intramolecular [2 +2] photocycloadditions of 1-AcyC3-oxa-1,5-hexadienes appears, in general, to follow "rule of five" closure and give annelated 2-oxa-bicyclo[2.1 .l]hexanes.

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Irradiation of a series of 5-(2-methoxyphenyl)pent-1-enes interactions between the side-chain substituent and the ortho-methoxy group at the arene unit. Hydrogen bonding substituted with a hydroxy or trimethylsilyloxy group at the Ξ±-, Ξ²-, or Ξ³-position of the side-chain yields in all cases meta does