- The synthesis of potential Neramexane metabolites: Cis- and trans-3-amino-1,3,5,5-tetramethylcyclohexanecarboxylic acids
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A seven step synthetic route toward potential Neramexane metabolites cis- and trans-3-amino-1,3,5,5-tetramethylcyclohexanecarboxylic acids, cis-1 and trans-1, has been developed from isophorone. The synthetic procedure represents a useful method for the preparation of γ-amino acids with both amino and carboxyl groups situated at tertiary carbon atoms.
- Trifanova, Dina,Trifonova, Marija,Jirgensons, Aigars,Kauss, Valerjans,Pugovich, Osvalds,Kalvinsh, Ivars,Quack, Guenter
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- Nickel Catalysed 1,4-Addition of Organotitanium Ate Complexes to Sterically Hindered Enones
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The 1,4-addition of organotitanium ate complexes to enones by nickel catalysis is reported.With a methyltitanium ate complex good yields of conjugate addition to sterically hindered enones are achieved.Phenyltitanium ate complexes react with less sterically encumbered enones to the 1,4-addition products in moderate to high yields.
- Flemming, Steffen,Kabbara, Jazid,Nickisch, KLaus,Neh, Harribert,Westermann, Juergen
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- EFFECTS OF LEWIS ACIDS ON HIGHER ORDER, MIXED CUPRATE COUPLINGS
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The presence of BF3*Et2O in reactions of R2Cu(CN)Li2 and RT(2-thienyl)Cu(CN)Li2 with epoxides and α,β-unsaturated ketones leads to dramatic enhancements in reaction rates and/or product yields relative to those observed in the absence of this L
- Lipshutz, Bruce H.,Parker, David A.,Kozlowski, Joseph A.,Nguyen, Sam L.
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- A Pd(II)-Functionalized Covalent Organic Framework for Catalytic Conjugate Additions of Arylboronic Acids to β,β-Disubstituted Enones
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A palladium(II)-functionalized covalent organic framework (Pd@TpBpy COF) constructed from 1,3,5-triformylphloroglucinol (Tp) and [2,2′-bipyridine]-5,5′-diamine (Bpy) is reported as a recyclable catalyst for conjugate additions in aqueous media. Additions
- Heintz, Patrick M.,Schumacher, Brian P.,Chen, Minda,Huang, Wenyu,Stanley, Levi M.
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p. 4286 - 4290
(2019/08/16)
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- Synthesis of Cyclohexanones through a Catalytic Cationic Cyclization of Alkynols or Enynes
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A novel procedure for the synthesis of cyclohexanones from alkynol or enyne derivatives through a cationic cyclization has been developed. The key points to obtain the six-membered ring derivatives are the use of starting materials containing a terminal alkyne, the use of tetrafluoroboric acid as a promoter of the cationic cyclization, and the appropriate selection of 1,1,1,3,3,3-hexafluoropropan-2-ol (HFIP) as solvent. This strategy can be extended to the biomimetic cationic cyclization of several terpene-derived polyenynes.
- Alonso, Pedro,Fontaneda, Raquel,Pardo, Pilar,Fa?anás, Francisco J.,Rodríguez, Félix
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supporting information
p. 1659 - 1662
(2018/03/23)
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- The copper mediated Barbier reactions of α,β-unsaturated ketones: Regioselective conjugate and 1,2-addition
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The one-pot reaction of isophorone and other α,β-unsaturated ketones with alkyl and aryl halides in the presence of magnesium and a copper salt ('Barbier' conditions) leads to the regiospecific formation of 1,4-addition products; the use of lithium leads to regioselective 1,2-addition.
- Costello, Declan P.,Geraghty, Niall W. A.
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p. 3083 - 3096
(2007/10/03)
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- Nickel Catalysed 1,4-Addition of Aryl Groups to Enones Using Aryldialkylaluminium Compounds
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The transmetallation of arylmagnesium halides or aryllithium with Me2AlCl results in the formation of aryldimethylaluminium compounds.These arylaluminium compounds are useful reagents for conjugate additions to enones in the presence of Ni(acac)2 as a catalyst. 3-Aryl ketones are obtained in good yields in these catalytic reactions.Starting from the 3-oxo-Δ1,4-steroids this method gives access to 1α-arylsteroids. - Keywords: conjugate addition; enones; steroids
- Westermann, Juergen,Imbery, Ute,Nguyen, Anh Thu,Nickisch, Klaus
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p. 293 - 298
(2007/10/03)
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