132638-30-3Relevant articles and documents
Reactivity of Tris(Trimethylsilyl)silyl Radical with β-Alkenyloxyenones
Cossy, Janine,Salle, Laurent
, p. 7235 - 7238 (1995)
The addition of tris(trimethylsilyl)silyl radical on β-alkenyloxyenones generates an alkyl radical that can add onto the enone moiety.The tetrahydrofuranyl system so-obtained can undergo β-elimination leading to 3-alkylcycloalken-2-ones.
Photoreactions of Enones with Amines - Cyclization of Unsaturated Enones and Reductive Ring Opening by Photoinduced Electron Transfer (PET)
Mattay, Jochen,Banning, Anja,Bischof, Eric W.,Heidbreder, Andreas,Runsink, Jan
, p. 2119 - 2128 (2007/10/02)
Photolysis of the unsaturated enones 1 yields cycloaddition products 2 and 3 with varying regioselectivity.Under electron transfer conditions (PET) spirocyclic products 4 are formed.The straight cycloaddition products 2b, c, f are converted to the spirocyclic products 4b, c, f under the same reaction conditions.The cyclobutane 5 and cyclopropane 11 also undergo this new reductive ring opening reaction, while the stabilized system 7 is converted to reduced ring-enlarged triquinane 10 which may be interesting in natural product synthesis. - Irradiation of 2-cyclohexen-1-one (14) in the presence of N,N-dimethylallylamine (15) leads to the decahydroisoquinoline 18.A mechanism involving radical intermediates is discussed. Key Words: Photoinduced electron transfer / Cyclization / Ring opening / Enones
RADICAL ANIONIC CYCLIZATION REACTIONS VIA PHOTOCHEMICALLY INDUCED ELECTRON TRANSFER
Bischof, Eric W.,Mattay, Jochen
, p. 7137 - 7140 (2007/10/02)
Irradiating cyclohexenones containing an olefinic side chain under electron transfer-conditions (PET) leads to new spirocyclic products 3, as well as -cycloaddition products 2.A new reductive cyclobutane ring opening allows photochemical conversion o