- Cobalt-Catalyzed Esterification of Amides
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The first cobalt-catalyzed amide activation of N-Boc-amides, and their conversion into esters, is reported here. This new methodology presents a very practical process that does not require an inert atmosphere, uses an inexpensive cobalt catalyst, and proceeds under mild reaction conditions. This catalytic system has a broad substrate scope and has been shown to be highly efficient, with catalyst loadings as low as 1 mol %.
- Bourne-Branchu, Yann,Gosmini, Corinne,Danoun, Grégory
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supporting information
p. 10043 - 10047
(2017/08/01)
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- Synthesis and evaluation of dimeric lipophilic iminosugars as inhibitors of glucosylceramide metabolism
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Four dimeric and four monomeric lipophilic iminosugars were synthesized and subsequently evaluated on their inhibitory potential towards mammalian glucosylceramide synthase, glucocerebrosidase, β-glucosidase 2, sucrase and lysosomal α-glucosidase. Compared to their monomeric counterparts the dimeric inhibitors showed decreased inhibition of glucosylceramide synthase and generally a comparable inhibitory potency for the glycosidases.
- Wennekes, Tom,van den Berg, Richard J.B.H.N.,Bonger, Kimberly M.,Donker-Koopman, Wilma E.,Ghisaidoobe, Amar,van der Marel, Gijsbert A.,Strijland, Anneke,Aerts, Johannes M.F.G.,Overkleeft, Herman S.
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experimental part
p. 836 - 846
(2009/10/02)
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- The Invention of Radical Reactions. XXXIII Homologation Reactions of Carboxylic Acids by Radical Chain Chemistry
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Various carbon radicals can be generated from carboxylic acids via the corresponding Barton esters.These radicals can be used for the synthesis of longer chain homologues of the original acids.
- Barton, Derek H. R.,Chern, Ching-Yuh,Jaszberenyi, Joseph Cs.
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p. 407 - 426
(2007/10/02)
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- New application possibilities of Reformatzky reagent for synthesis of substituted acetic acid ethyl ester
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When generated in dichloromethane, the Reformatzky reagent from ethyl bromoacetate can react with diphenylchloromethane, 1-bromoadamantane and 1-phenylethyl chlorides to form the corresponding α-substituted ethyl acetates in excellent to good yields. The mechanism of these Reformatzky reactions is interpreted in terms of a carbocation as intermediate which originates from the interaction of the alkyl halide with the organozinc bromide.
- Bott
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p. 555 - 556
(2007/10/02)
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- Chain-elongation and Degradation of Carboxylic Acids by Barton-ester Based Radical Chemistry
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The reaction of α-trifluoroacetoxy acrylates and acrylonitriles with carbon radicals formed from carboxylic acids gives adducts that can be transformed into vic-diols, esters, amides, and homoaldehydes in good to high yield.Aldoses can be smoothly degraded to the corresponding nor- or bis-nor compounds using radical chemistry.
- Barton, Derek H. R.,Chern, Ching-Yuh,Jaszberenyi, Joseph Cs.,Shinada, Tetsuro
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p. 6505 - 6508
(2007/10/02)
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- Synthesis of 1-adamantyl and 1-adamantylmethyl alkyl ketones
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The reaction of 1-adamantanecarboxylic and 1-adamantylacetic acids with Grignard reagents in the presence of cuprous chloride or iodide gave the corresponding ketones.
- Grava, I. Ya.,Polis, Ya. Yu.,Lidak, M. Yu.,Liepin'sh, E. E.,Shatts, V. D.,et al.
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p. 679 - 686
(2007/10/02)
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