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The importance of steric effects on the photocycloadditions of biacetyl to norbornenes

✍ Scribed by Ronald R. Sauers; Peter Carl Valenti; Edward Tavss


Publisher
Elsevier Science
Year
1975
Tongue
French
Weight
222 KB
Volume
16
Category
Article
ISSN
0040-4039

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✦ Synopsis


The role of steric effects in photocycloaddition reactions has received relatively little attention, and, at best, the published results are ambiguous. For example, photocycloaddition of benzophenone (_1, Rx-R, =C,Hc) to norbornene (5, X-H) is reported to lead to the E-adduct ,3 (R1=R,= CsHs X=H) as the exclusive pr0duct.l Presumably, the stereochemistry of this addition


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## Abstract Methyl‐, ethoxy‐, and phenyl‐substituted acrylonitriles undergo efficient 1,2‐photocyclo‐addition to 4‐cyanoanisole, but the azocine formation of the parent addend is inhibited by these groups. The regiochemistry, selectivity and efficiency of the cycloaddition of acrylonitrile to cyano