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Photocycloaddition of Six‐Membered Cyclic Enones to Propen‐2‐yl Isocyanate
Authors:Maryam Bahaji  Paul Margaretha
Affiliation:1. Chemistry Department, University of Hamburg, Martin‐Luther‐King‐Platz 6, D‐20146 Hamburg, (phone: +49?40?42838?4316;2. fax: +49?40?42838?5595)
Abstract:On irradiation in the presence of propen‐2‐yl isocyanate ( 4 ), six‐membered cyclic enones 3 are converted into regio‐ and stereoisomeric mixtures of [2+2] cycloadducts 5 – 10 ; the preferentially formed HT products, 5 – 8 , can be converted into the corresponding bicyclic amines by acid hydrolysis, whereas, under these conditions, the regioisomeric HH‐isocyanato derivatives undergo a retro‐Mannich reaction.
Keywords:Cyclobutanes  Photocycloadditions  Propen‐2‐yl isocyanate  Isocyanates  Photochemistry  Bicyclo[4.2.0]octan‐2‐ones, 7‐amino‐
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