54445-54-4Relevant academic research and scientific papers
DIRHODIUM TETRAACETATE-CATALYZED DECOMPOSITION OF β,γ-UNSATURATED DIAZO KETONES: A NEW ENTRY TO VINYLOGOUS WOLFF REARRANGEMENT
Ceccherelli, Paolo,Curini, Massimo,Marcotullio, Maria Carla,Rosati, Ornelio
, p. 177 - 180 (2007/10/02)
Dirhodium tetraacetate-catalyzed decomposition of the β,γ-unsaturated diazo ketones 1 - 4, in the presence of methanol, leads to γ,δ-unsaturated esters 5 - 8 via zwitterionic intermediates (i.e., d).
The Regio- and Stereoselectivities of the Reaction of Allyl Acetates and Silyl Ketene Acetals Catalyzed by Pd(0) Complexes: A New Route to Cyclopropane Derivatives
Carfagna, C.,Mariani, L.,Musco, A.,Sallese, G.,Santi, R.
, p. 3924 - 3927 (2007/10/02)
Pd(0) complexes of chelating phosphines catalyzed the coupling of allyl acetates and ketene silyl acetals to yield α-allylated carboxylic acid esters.Unexpectedly alkylation of the central carbon atom (C2) of the allyl groups was also observed with concomitant formation of cyclopropane derivatives.In both cases the silyl enolate attacked the allyl group from the side opposite Pd.The yield of the reaction was sensitive to the nature of the ligand coordinated with palladium.The 1,1'-bis(diphenylphosphino)ferrocene-Pd complex was the most effective catalyst.
Nucleophile-Selective Iodocyclizations: Butyrolactone versus Tetrahydrofuran Formation
Kurth, Mark J.,Beard, Richard L.,Olmstead, Marilyn,Macmillan, James G.
, p. 3712 - 3717 (2007/10/02)
Nucleophile selectivity in the electrophilic cyclization of substrates like 3 has been investigated in the context of efficient chemo- and stereoselective functionalization of 3-hydroxy-2-(2-methylenecyclohexan-1-yl)butyric acids (cf., 6-9) via iodocycliz
β-hydroxy Esters: (E)- versus (Z)-Enolate Geometry in Dianionic Claisen Rearrangements
Kurth, Mark J.,Beard, Richard L.
, p. 4085 - 4088 (2007/10/02)
Control elements operative in the β-hydroxy ester dianionic Claisen rearrangements are probed.Stereochemistry at Cβ dictates face selectivity at Cα and Cβ' in 1->2-5, but only to the extent that it controls ester enolate g
Vinylogous Wolff Rearrangement. 4. General Reaction of β,γ-Unsaturated α'-Diazo Ketones
Smith, Amos B.,Toder, Bruce H.,Branca, Stephen J.
, p. 3995 - 4001 (2007/10/02)
The preparation and vinylogous Wolff rearrangement (VWR) of some 21 acyclic and monocyclic β,γ-unsaturated α'-diazo ketones are described.The resulting γ,δ-unsaturated esters are summarized in Tables I-VI.The rearrangement is promoted by CuSO4, Cu(AcAc)2,
Chemistry of the Podocarpaceae. LV. Conversion of 8α,13-Epoxylabd-14-en-2-one into 3β-Hydroxy-13,14,15,16-tetranorlabd-8(17)-en-12-oic Acid
Cambie, Richard C.,Leong, Soo H.,Palmer, Brian D.,Preston, Alan F.
, p. 155 - 168 (2007/10/02)
8α,13-Epoxylabd-14-en-2-one (2-oxomanoyl oxide) (1) has been converted into 3β-hydroxy-13,14,15,16-tetranorlabd-8(17)-en-12-oic acid (7), a compound with potential as an optically active intermediate for synthesis.Attempts to couple the acid (7) electroly
