- Design and synthesis of enediyne-based peptide with selective peptide-cleaving activity
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A hybrid peptide-enediyne molecule was synthesised and shown to undergo selective intramolecular peptide chain cleavage by the 1,4-diyl radical, the potential intermediate of the enediyne system.
- Roy, Snigdha,Basak, Amit
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supporting information; experimental part
p. 2283 - 2285
(2010/07/09)
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- 1,2,3,4-Tetrahydro-1-naphthyl ester as a selective protecting group for carboxylic acids
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The carboxylic acid functionality can be protected as the 1,2,3,4- tetrahydro-1-naphthyl ester, which can be selectively cleaved in the presence of aryl and alkyl esters using chlorotrimethylsilane and sodium iodide in acetonitrile. This protecting group allows room temperature deprotection under essentially neutral conditions throughout the cleavage reaction.
- Slade, Christopher J.,Pringle, Carol A.,Sumner, Ian G.
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p. 5601 - 5604
(2007/10/03)
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- Synthesis and Deprotection of -1-methyl-2-oxobutyl>triphenylphosphonium Chloride: A Key Intermediate in the Wittig Reaction between a Cyclic Anhydride and a Stabilized Ylide
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-1-methyl-2-oxobutyl>triphenylphosphonium chloride (16) has been synthesized as an unstable oil.Removal of the (diphenylmethoxy)carbonyl group gave E enol lactone 5 stereoselectively and without evidence of phosphonium salt 8.When enol lactone formation is not favored as with phosphonium salt 27, loss of triphenylphosphine oxide occurs to yield an allene.Phosphonium salts 16, 17, 18, 20, and 35 have also been shown to yield an allene on treatment with base.The chemistry of these derivatives and the mechanism of enol lactone and allene formation is discussed.Phosphonium salts such as 8 and 27 are postulated as key intermediates in the Wittig reaction between a cyclic anhydride and a stabilized ylide.
- Abell, Andrew D.,Morris, Kathryn B.,Litten, J. Christopher
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p. 5217 - 5221
(2007/10/02)
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