Allan Wexler scite author profile

The acetone-sensitized photocycloaddition reactions of uracil, thymine, 5-fluorouracil, and 5-(trimethylsilyl)uracil with alkynes afford 2,4-diazabicyclo[4.2.0]oct-7-ene-3,5-diones. It is noteworthy that 5-(trimethylsilyl)uracil gives very high yields in these reactions. High regioselectivity is exhibited for the reaction of uracil, 5-fluorouracil, and 5-(trimethylsilyl)uracil with 1-alkynes, the 8-alkyl-substituted product being formed nearly exclusively. Reaction

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Allan Wexler

A comparison of the photoaddition reactions of nucleic acid nitrogen bases and cyclohexenones with isobutylene. The role of rigidity in product formation

Stereospecific vinylcyclopropane rearrangement due to hindered rotation in the biradical

Fluorine control of regioselectivity in photocycloaddition reactions. The direct functionalization of uracil via a novel 1,4-fragmentation

Dianion mediated cycloreversions. A novel pyrimidinedione to pyridone conversion

Anion-mediated fragmentation reactions. Mechanistic and synthetic aspects of the fragmentation and rearrangement reactions of pyrimidinedione-alkyne photoadducts

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