70749-10-9Relevant academic research and scientific papers
Diels-Alder Reactions of Cycloalkenones. 1. Preparation and Structure of the Adducts
Fringuelli, Francesco,Pizzo, Ferdinando,Taticchi, Aldo,Halls, Timothy D. J.,Wenkert, Ernest
, p. 5056 - 5065 (1982)
Uncatalyzed and aluminum chloride induced Diels-Alder reactions of 2-cyclopentenones, 2-cyclohexenones, and 2-cycloheptenones with 1,3-butadiene, isoprene, and (E)-piperylene are described.Structure analysis of the adducts and their hydrogenation products by standard means and 13C NMR spectroscopy is presented.
A Change from Kinetic to Thermodynamic Control Enables trans-Selective Stereochemical Editing of Vicinal Diols
Gu, Xin,Wendlandt, Alison E.,Zhang, Yu-An
supporting information, p. 599 - 605 (2022/01/03)
Here, we report the selective, catalytic isomerization of cis-1,2-diols to trans-diequatorial-1,2-diols. The method employs triphenylsilanethiol (Ph3SiSH) as a catalyst and proceeds under mild conditions in the presence of a photoredox catalyst and under
A straightforward route to functionalized trans-diels-alder motifs
Lee, Jun Hee,Zhang, Yandong,Danishefsky, Samuel J.
supporting information; experimental part, p. 14330 - 14333 (2010/12/25)
A sequence consisting of a Lewis acid-catalyzed Diels-Alder reaction on a 2-halocyclohexenone, followed by reductive alkylation, provides a route to trans-fused octalinones bearing angular methyl groups with functionality corresponding to that which would have been possible from a trans-directed Diels-Alder reaction.
Palladium-mediated transannular cyclizations of medium-ring olefinic enolsilanes
Kende, Andrew S.,Nelson, Clara E. Mota,Fuchs, Sébastien
, p. 8149 - 8152 (2007/10/03)
Medium-ring olefinic ketone and lactone enolsilanes were subjected to palladium(II)-mediated cycloalkenylation conditions. Diverse bicyclic ring products were obtained in moderate to good yields. The effect of olefin geometry and ring size is discussed.
Diels-Alder Reactions of Cycloalkenones. 12. Reaction of trans-Δ1,2-3-Octalone with (E)-Piperylene
Angell, E. Charles,Fringuelli, Francesco,Pizzo, Ferdinando,Taticchi, Aldo,Wenkert, Ernest
, p. 1424 - 1426 (2007/10/02)
The Diels-Alder reaction of (E)-piperylene with trans-Δ1,2-3-octalone under aluminum chloride catalysis is described and structure analysis of the adducts by NMR spectroscopy is presented.The diastereofacial selectivity of the reaction is discu
Enzymes in organic synthesis. 37. Preparation and characterization of potential decalindione substrates of horse liver alcohol dehydrogenase
Jones, J. Bryan,Dodds, David R.
, p. 2397 - 2404 (2007/10/02)
The preparations of ten decalindiones for investigation as substrates of horse liver alcohol dehydrogenase are reported.The structure characterizations include clarifications of some ambiguities in the decalin literature.
Diels-Alder Reactions of Cycloalkenones. 3. Effects of Specific Reaction Parameters
Fringuelli, Francesco,Pizzo, Ferdinando,Taticchi, Aldo,Wenkert, Ernest
, p. 2802 - 2808 (2007/10/02)
The effects of the Lewis acid-ketone complexation time and temperature, the nature and amount of catalyst, and the concentrations of ketone and diene on the Diels-Alder reactions of 2-cyclopentenones, 2-cyclohexenones, and 2-cycloheptenones with 1,3-butadiene, isoprene, and (E)-piperylene are described.
