1203-67-4Relevant articles and documents
The photo-nazarov cyclization of 1-cyclohexenyl(phenyl)methanone revisited - Trapping of the 2-oxyallyl intermediates by olefins
Leitich, Johannes,Heise, Ingeborg,Rust, Juergen,Schaffner, Kurt
, p. 2719 - 2726 (2001)
The photochemistry (> 300 nm) of 1-cyclohexenyl(phenyl)methanone (1) in the presence of various monoolefins and cyclopentadiene (9) has been investigated. While (Z)-cyclooctene and 1-pentene were unreactive, styrene, (E)-cyclooctene, and diene 9 co-reacted upon irradiation of 1. The reactions observed include [4 + 2] and [2 + 2] cycloadditions of the monoolefins to the primary photoproduct of 1 (which is the trans isomer 2), and trapping reactions of the 2-oxyallyl compound 4 formed thermally from 2 as a secondary intermediate. The trapping reactions of 4 are ene-type additions of the olefins, analogous to those observed with the prototypical 2-oxyallyl compound 18 in purely thermal reactions, and involving a hydrogen transfer from 4 to olefin to give adducts 10, 12, 13, 24, and 25. However, while 18 gives one single ene-type adduct with 9, intermediate 4 displays two regioisomeric ene-type addition modes with 9, both of which are concerted, albeit nonsynchronous. In the mode resulting in 10, it is suggested that hydrogen transfer lags behind C-C bond formation, whereas the reverse holds for the mode affording 12 and 13. For both major adducts, 10 and 12, concerted formation requires endo orientations of the two π systems.
Dihydroquinolines as novel n-NOS inhibitors
Jaroch, Stefan,Hoelscher, Peter,Rehwinkel, Hartmut,Suelzle, Detlev,Burton, Gerardine,Hillmann, Margrit,McDonald, Fiona M.
, p. 2561 - 2564 (2007/10/03)
Dihydroquinolines have been synthesized and have been shown to be potent n-NOS inhibitors. Selectivity versus e-NOS was increased to approximately 100-fold through appropriate substitution at the benzene ring.
Conversion of ketone trimethylsilylcyanohydrins to several types of compounds
Ohta,Yamashita,Arita,Kajiura,Kawasaki,Noda,Izumi
, p. 1294 - 1301 (2007/10/02)
Cyclic ketone O-trimethylsilylcyanohydrins (2) were prepared and converted to various compounds: α-hydroxyketones (3), dehydroxylated ketones (4), α,β-unsaturated ketones (9), tricyclic ketones (10), 1-ethoxycarbonyl-4- phenyl-1,2,4a,5,6,7,8,8a-octahydro-2-naphthalenone (13), 1- phenylperhydroisocoumarin (18) and 1,2,3,4,4a,10,11,11a-octahydro-5h- benzo[a,d]cyclohepten-10-one (20).
