122-73-6Relevant articles and documents
Site-Specific Alkene Hydromethylation via Protonolysis of Titanacyclobutanes
Bartfield, Noah M.,Frederich, James H.,Law, James A.
supporting information, p. 14360 - 14364 (2021/05/27)
Methyl groups are ubiquitous in biologically active molecules. Thus, new tactics to introduce this alkyl fragment into polyfunctional structures are of significant interest. With this goal in mind, a direct method for the Markovnikov hydromethylation of alkenes is reported. This method exploits the degenerate metathesis reaction between the titanium methylidene unveiled from Cp2Ti(μ-Cl)(μ-CH2)AlMe2 (Tebbe's reagent) and unactivated alkenes. Protonolysis of the resulting titanacyclobutanes in situ effects hydromethylation in a chemo-, regio-, and site-selective manner. The broad utility of this method is demonstrated across a series of mono- and di-substituted alkenes containing pendant alcohols, ethers, amides, carbamates, and basic amines.
Tandem ring-closing metathesis/transfer hydrogenation: Practical chemoselective hydrogenation of alkenes
Connolly, Timothy,Wang, Zhongyu,Walker, Michael A.,McDonald, Ivar M.,Peese, Kevin M.
, p. 4444 - 4447 (2015/01/09)
An operationally simple chemoselective transfer hydrogenation of alkenes using ruthenium metathesis catalysts is presented. Of great practicality, the transfer hydrogenation reagents can be added directly to a metathesis reaction and effect hydrogenation of the product alkene in a single pot at ambient temperature without the need to seal the vessel to prevent hydrogen gas escape. The reduction is applicable to a range of alkenes and can be performed in the presence of aryl halides and benzyl groups, a notable weakness of Pd-catalyzed hydrogenations. Scope and mechanistic considerations are presented.
Rearrangement of Aromatic Acetals Over Solid Acid Catalysts
Xavier, N.,Arulraj, S. J.
, p. 519 - 522 (2007/10/02)
The reactions of aromatic acetals (1a-6a) catalysed by aluminium phosphate (AP) yield the corresponding esters (b), ethers (c) and the parent aldehydes (d).Similar reactions over aluminium sulphate (AS) give only esters (b) and the aldehydes (d).Probable mechanisms have been suggested for the reactions.The catalysts have been characterized by various studies.The specific poisoning of the catalysts have been done with NH3 and CO2 and the product formation on the poisoned catalyst provides support to the suggested mechanisms.
