3045-98-5Relevant articles and documents
Potential antitumor agents. Synthesis, reactivity, and cytoxicity of alpha-methylene carbonyl compounds.
Cassady et al.
, p. 815,818 (1978)
The alpha-methylene lactones 9, 12, 21, and 24 were prepared by a mild, convenient alpha-methylenation process using the alpha-ethyloxalyl derivatives in nonoptimized yields ranging from 23 to 90%. The rates of reaction of these and several other lactones with cysteine at pH 7.4 and their KB toxicities were measured. These studies showed that neither the strained trans-fused alpha-methylene lactone 12 nor the hydroxy-alpha-methylene lactones 5 and 6 reacted with cysteine with rates comparable to elephantopin. Based on these limited studies, the rate of cysteine addition appears to be relatively insensitive to changes in strain energy and neighboring groups. In addition, the rate constant for reaction with cysteine did not correlate with cytotoxicity.
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Roberts et al.
, p. 1621,1622, 1623 (1977)
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Spiro-compound, and preparation method and application thereof
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Paragraph 0111; 0122, (2017/02/17)
The invention relates to the fields of medicinal chemistry and pharmacotherapeutics, and discloses a spiro-compound as shown in the following general formula, and a preparation method and application thereof. A bioactivity screening result shows that the
The enantioselective synthesis of tetracyclic methyllycaconitine analogues
Sparrow, Kevin,Barker, David,Brimble, Margaret A.
, p. 7989 - 7999 (2011/11/07)
A new enantioselective synthesis of ABEF ring analogues of methyllycaconitine has been developed using a chiral cobalt(III) salen-catalyzed Diels-Alder reaction to form the B ring. Subsequent elaboration to form the A, E and F rings was achieved by sequential Dieckmann, Mannich and Wacker-type cyclizations to afford tetracyclic analogues in 97.5% ee.
Efficient α-methylenation of carbonyl compounds in ionic liquids at room temperature
Vale, Juliana A.,Zanchetta, Daniel F.,Moran, Paulo J. S.,Rodrigues, J. Augusto R.
experimental part, p. 75 - 78 (2009/05/30)
The application of several 1-butyl-3-methylimidazolium (BMIM) salt ionic liquids as solvent in the α-methylenation of carbonyl compounds at room temperature is reported. The ionic liquid [BMIM][NTf2] gave a clean reaction in a short time and good yields of several α-methylene carbonyl compounds. This ionic liquid was reused without affecting the reaction rates or yields over seven runs. Georg Thieme Verlag Stuttgart.