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About the stereochemistry of intramolecular [2+2] photocycloadditions

โœ Scribed by D Becker; N Haddad


Publisher
Elsevier Science
Year
1986
Tongue
French
Weight
203 KB
Volume
27
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


The stereoselectivity in [2+2] photocycloaddition was studied on System I. Compounds 2, m, and 15a cyclize in high yield and the selectivity is higher than 94%.


๐Ÿ“œ SIMILAR VOLUMES


Intramolecular [2+2] photocycloaddition
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It was found that in [2+2] intramolecular photocycloaddition the isomer ratio in system II is different from system I. Compounds 1 and 20 cyclize with high stereoselectivity to give in high yield 3 and 21 respectiveIy. The mechanistic consequences are discussed. The mechanism of [2+2] photocycloaddi

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## Abstract The photochemical reactions of indaneโ€1โ€thiones 4 were examined. Irradiation of indaneโ€1โ€thiones 4cโ€“d bearing ฮดโ€hydrogen atoms in the side chain gave cyclic thiol derivatives 5cโ€“d via ฮดโ€hydrogen atom abstraction by the excited thiocarbonyl sulfur. Irradiation of 2โ€allylindaneโ€1โ€thiones

Intramolecular [3+2]-photocycloadditions
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Intramolecular [3+2] -photocyctoadditions of alkenyl methyl 1,4-naphthalenedicarboxylates, which contain rather remote alkene moieties corresponding to isobutene or a-methylstyrene, proceeded largely depending on the chain lengths to give [3+2]-adducts having nine-to eleven-membered ring systems as