91900-06-0Relevant academic research and scientific papers
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.
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 (2007/10/03)
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.
A simple approach to the synthesis of fluoren-9-ones
Ramana,Potnis
, p. 1751 - 1760 (2007/10/02)
Cyclohexene-1-Carboxylic acid (I) undergoes reaction with various aromatic substrates (2a-i) in presence of polyphosphoric acid (PPA) at 100°C to give cis-1,2,3,4,4a,9a-hexahydrofluoren-9-ones (3a-i) in good yield. Dehydrogenation of (3a-i) with selenium powder afforded corresponding fluoren-9-ones (4a-i) in high yield.
Asymmetric Diels-Alder Reactions of Chiral (E)-2-Cyanocinnamates. 2. Synthesis of the Four 1-Amino-2-phenyl-1-cyclohexanecarboxylic Acids in Enantiomerically Pure Form
Cativiela, Carlos,Avenoza, Alberto,Paris, Miguel,Peregrina, Jesus M.
, p. 7774 - 7778 (2007/10/02)
High and complementary diastereoselectivities were obtained in the asymmetric Diels-Alder reactions of chiral (E)-2-cyanocinnamates with butadiene when (S)-ethyl lactate and (R)-pantolactone were used as chiral auxiliaries in the presence of TiCl4.The mos
