32508-91-1Relevant academic research and scientific papers
Stereodivergent synthesis of alkenes by controllable syn-/anti-fragmentation of β-hydroxysulfonyl intermediates
Górski, Bartosz,Basiak, Dariusz,Grzesiński, ?ukasz,Barbasiewicz, Micha?
supporting information, p. 7660 - 7663 (2019/08/30)
The reduction of the carbonyl group in acylated trifluoroethyl alkanesulfonates follows the Felkin-Ahn selectivity, and the so-formed diastereomeric β-hydroxysulfonyl intermediates undergo syn- and anti-fragmentation, depending on the reaction conditions. In effect, isomeric E- and Z-alkenes are formed in a stereodivergent manner, which mimics the mechanistic manifold of the Peterson olefination.
Rhodium-catalyzed acyl-transfer reaction between benzyl ketones and thioesters: Synthesis of unsymmetric ketones by ketone CO-C bond cleavage and intermolecular rearrangement
Arisawa, Mieko,Kuwajima, Manabu,Toriyama, Fumihiko,Li, Guangzhe,Yamaguchi, Masahiko
, p. 3804 - 3807 (2012/09/07)
In the presence of catalytic amounts of RhH(CO)(PPh3) 3 and 1,2-bis(diphenylphosphino)benzene (dppBz), acyl groups were transferred between benzyl ketones and thioesters/aryl esters. The rhodium complex catalyzed the cleavage of keto
Polymer-supported α-aminonitriles: Alkylation reactions and carbonyl compound cleavage
Beaufort-Droal, Virginie,Pereira, Elisabeth,Vergne, Fabrice,Aitken, David J.
experimental part, p. 2913 - 2917 (2011/02/25)
A polystyrene-supported α-aminonitrile has been prepared and its successive mono- and dialkylations achieved. Complementary procedures allow cleavage of the alkylated moities in either carbonyl or acetal form. Georg Thieme Verlag Stuttgart - New York.
Reaction of unstabilized iodonium ylides with organoboranes
Ochiai, Masahito,Tuchimoto, Yoshimi,Higashiura, Nobuyuki
, p. 1505 - 1508 (2007/10/03)
Exposure of monocarbonyl iodonium ylides, generated by the ester exchange of (Z)-(2-acetoxyvinyl)-λ3-iodanes with EtOLi, to organoboranes results in a 1,2-shift of a carbon ligand from boron to the ylide carbons, which probably generates hitherto uncharacterized α-boryl ketones.
Palladium-catalyzed reactions of acylzirconocene chloride with organic halides
Hanzawa, Yuji,Tabuchi, Nobuhito,Taguchi, Takeo
, p. 6249 - 6252 (2007/10/03)
Palladium-catalyzed reactions of nonanoylzirconocene chloride 1 with aryl halide, acid halides, and allylic halides gave the acylated compounds through a nucleophilic attack of an 'unmasked' acyl anion in fair to excellent yields. In an analogous way, allylic acetate gave an acyl substituted product through the reaction of 1.
Palladium-Catalyzed Carbonylative Cross-Coupling Reaction of 1-Halo-1-alkenes with 9-Alkyl-9-BBN Derivatives. A Direct Synthesis of α,β-Unsaturated Ketones
Ishiyama, Tatsuo,Miyaura, Norio,Suzuki, Akira
, p. 1999 - 2001 (2007/10/02)
The synthesis of α,β-unsaturated ketones by means of the palladium-catalyzed cross-coupling reaction between 9-alkyl-9-borabicyclononanes (9-R-9-BBN) and 1-halo-1-alkenes under carbon monoxide atmosphere is described.
Transformation of Alkyl Halides to Aldehydes Having Two Additional Carbon Atoms
Shankaran, K.,Talekar, D. G.,Rao, A. S.
, p. 408 - 410 (2007/10/02)
Methyl 3-oxo-4-phenylbutanoate (6) reacts with alkyl halides (1a-g) in the presence of NaH/benzene to furnish alkylated β-keto esters (2a-g).Hydrolysis of 2a-g gives benzyl ketones (3a-g), which on reduction with sodium borohydride give the homobenzylic alcohols (4a-g).The alcohols (4a-g) are readily fragmented to aldehydes (5a-g) on heating with lead tetraacetate/iodine.
FACILE SYNTHESIS OF BENZYL KETONES BY THE REDUCTIVE COUPLING OF BENZYL BROMIDE AND ACYL CHLORIDES IN THE PRESENCE OF A PALLADIUM CATALYST AND ZINC POWDER
Sato, Toshio,Naruse, Kouichi,Enokiya, Masashi,Fujisawa, Tamotsu
, p. 1135 - 1138 (2007/10/02)
Benzyl ketones were obtained in good yields from benzyl bromide and acyl chlorides by the combined use of Zn and a palladium catalyst under mild conditions.
