15727-47-6Relevant academic research and scientific papers
Stereoselective Synthesis of Highly Substituted Tetrahydrofurans through Diverted Carbene O-H Insertion Reaction
Nicolle, Simon M.,Lewis, William,Hayes, Christopher J.,Moody, Christopher J.
, p. 8485 - 8489 (2015)
Copper- or rhodium-catalyzed reactions of diazocarbonyl compounds with β-hydroxyketones give highly substituted tetrahydrofurans with excellent diastereoselectivity. Under mild conditions, the single-step process starts as a carbene O-H insertion reaction, but is diverted by an intramolecular aldol reaction. Gone astray: Copper- or rhodium-catalyzed reactions of diazocarbonyl compounds with β-hydroxyketones give highly substituted tetrahydrofurans with excellent diastereoselectivity. The single-step reaction proceeds under mild conditions, starting as a carbene O-H insertion reaction, but then diverting to an intramolecular aldol reaction.
Direct Catalytic Enantioselective Benzylation from Aryl Acetic Acids
Moon, Patrick J.,Wei, Zhongyu,Lundgren, Rylan J.
supporting information, p. 17418 - 17422 (2019/01/04)
We demonstrate that metal-catalyzed enantioselective benzylation reactions of allylic electrophiles can occur directly from aryl acetic acids. The reaction proceeds via a pathway in which decarboxylation is the terminal event, occurring after stereoselective carbon-carbon bond formation. This mechanistic feature enables enantioselective benzylation without the generation of a highly basic nucleophile. Thus, the process has broad functional group compatibility that would not be possible employing established protocols.
Palladium-catalyzed decarboxylative sp3-sp3 coupling of nitrobenzene acetic esters
Waetzig, Shelli R.,Tunge, Jon A.
, p. 14860 - 14861 (2008/09/18)
Allylic esters of nitrobenzene acetic acids undergo facile palladium-catalyzed decarboxylative coupling. Both mono- and dinitroarene substrates give high yields of the coupled products. Moreover, the rates of the reactions suggest that decarboxylation is
The potential application of catalytic antibodies to protecting group removal: Catalytic antibodies with broad substrate tolerance
Li,Hilton,Janda
, p. 2123 - 2127 (2007/10/02)
A catalytic antibody was developed to selectively cleave the alcohol ester of 4-nitrophenylacetyl moiety while also tolerating a wide variety of structural variation on the alcohol portion of the molecule. The basis to the success of this study was that antibody epitope recognition was directed toward only key elements contained within the 4-nitrophenylacetyl group and not the entire haptenic molecule. This study offers the potential application of catalytic antibodies as practical reagents for the selective deprotection of complex multifunctionalized molecules possessing class similar protecting groups. Such a chemoabzymatic approach could eventually minimize synthetic complications which can arise from functional group protection in the synthesis of complex natural products.
THE SYNTHESIS, CHARACTERISATION AND REACTIVITY OF SOME LEAD(IV) CARBOXYLATES
Buston, Jonathan E. H.,Coop, Andrew,Keady, Richard,Moloney, Mark G.,Thompson, Russell M.
, p. 1101 - 1116 (2007/10/02)
A detailed examination of the preparation, characterisation and reactivity of a range of lead(IV) carboxylates is reported.The replacement of the acetate ligands of lead(IV) tetraacetate by other carboxylates gives the lead(IV) tetracarboxylates 1-16, which have usually been found to be more stable than lead tetraacetate with respect to hydrolysis.These compounds react with allyltributylstannane to give high yields of the corresponding allyl esters 20-34 under mild conditions.
