Photoenolization with. alpha.-chloro substituents

…, J Clark, S Paparian, S Marynowski

Index: Bergmark, William R.; Barnes, Curtis; Clark, Jeffrey; Paparian, Seth; Marynowski, Susan Journal of Organic Chemistry, 1985 , vol. 50, # 26 p. 5612 - 5615

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Citation Number: 42

Abstract

Results When irradiated in methanol, 2, 5-dimethyl-cw-chloropropiophenone (la) produces products 2a-5a as indicated in Scheme I. When the bulky tert-butyl alcohol is used as a solvent, the products incorporating the solvent (3 and 5) are no longer observed, just as when cyclohexane is used. When the chloro position is changed from secondary to primary as in lb the'products 4 and 5 are no longer observed. These results are summarized in ...

~3%

Detail

~6%

~4%

Detail

~42%

Detail

~79%

~42%

Detail

~73%

~63%

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