The compounds of this class are often used for the generation of reactive intermediates such as carbenoids and ketenes. The reactions of these intermediates have been used in the synthesis of a wide variety of organic compounds including several natural products. This article describes briefly the ...
Treatment of the 1-diazo-2,5-pentanediones (I) with rhodium(II) acetate generates a rhodium carbenoid intermediate which subsequently yields a six-ring carbonyl ylide as a following intermediate.doi:10.1002/chin.198850068PADWA, A.FRYXELL, G. E....
The copper-catalyzed reaction of enediynes with diazo esters leads to cyclic amino esters bearing two contiguous tetrasubstituted stereogenic centers through a one-pot, five-step cascade. Copper iodide catalyzes the formation of an intermediate 3-alkynoate and copper carbenoid promotes its reversible ...
Carbenoid entry into trifluoromethylated molecules: preparation of functionalized CF3-containing γ, δ -unsaturated carboxylic esters by rhodium-catalyzed... The [2,3]-sigmatropic rearrangement of sulfonium ylides derived from rhodium-catalyzed decomposition of ethyl 3,3,3-trifluoro-2-diazopropionate ...
A series of diazo ketoimides prepared from (1 H-indol-3-yl)acetyl chloride and alkyl 2-diazo-3-(3-substituted-2-oxopiperidin-3-yl)-3-oxopropanoates were treated with rhodium(II) acetate. Attack of the imido carbonyl oxygen at the resultant rhodium carbenoid center produced a transient push...
The Rh-carbenoid derived from 2-diazo-1,3-cyclohexanedione inserts into the N–H bond of arylalkylamines and diarylamines. A solvent for this reactive carbenoid is suggested. The insertion products undergo a Pd-mediated aromatization to afford alkyldiarylamines and triarylamines.Peter Livant and ...
NSY Loy,S Kim,Park, Cheol-Min 展开 摘要: Synthesis of unsymmetrically substituted pyrazines has been a challenge. The reactivity of α-imino carbenoids derived from α-diazo oxime ethers has been exploited for pyrazine synthesis, in which the reaction of α-diazo oxime ethers with 2H-azirin...
Acyclic N-Cα-branched, N-bis(trimethylsilyl)methyl (N-BTMSM) diazoamides undergo regio-, chemo-, and diastereoselective Rh(II)-carbenoid C−H insertion to give 4,5-disubstituted and 3,4,5-trisubstituted γ-lactams. The conformational influence of the N-BTMSM group and the electronic effec...
Alternatives to a-diazo ketones for tandem cyclization-cycloaddition and carbenoid-alkyne metathesis strategies. Novel cyclic enol-ether formation via carbonyl ylide rearrangement reactions. Fairfax, D. J,Austin, D. J,Xu, S. L,Padwa, A. J. Chem. Soc. Perkin Trans. 1 . 1992...
ChemInform Abstract: Diastereoselective Intermolecular OH Insertions by Cu(II)-Mediated Carbenoids Derived from Phenyldiazoacetamidealcohols (benzene compounds)diastereoselective syntheses, enantioselective syntheses (incl. ci/trans-isomerism)ChemInform is a weekly Abstracting Service, delivering concise information...