515869-57-5Relevant academic research and scientific papers
Axial-to-Central Chirality Transfer for Construction of Quaternary Stereocenters via Dearomatization of BINOLs
Min, Xiao-Long,Xu, Xu-Ran,He, Ying
supporting information, p. 9188 - 9193 (2019/11/14)
All-carbon quaternary stereocenters are versatile building blocks, and their asymmetric construction has attracted much attention. Herein, we disclose an axial-to-central chirality transfer strategy for the synthesis of chiral quaternary stereocenters via dearomatization of (S)-BINOLs. The reaction proceeded smoothly with a wide range of propargyl carbonates to afford chiral spiro-compounds in high yields with excellent enantioselectivities. In addition, the strategy was extended to kinetic resolution of rac-BINOLs albeit with moderate s value.
Synthesis of β-Trifluoromethylated Ketones from Propargylic Alcohols by Visible Light Photoredox Catalysis
Park, Sehyun,Joo, Jung Min,Cho, Eun Jin
supporting information, p. 4093 - 4097 (2015/07/01)
Regioselective trifluoromethylation at a remote position represents an important challenge in the development of biologically active molecules and functional materials. A practical method to access β-trifluoromethyl ketones from readily available propargylic alcohols by visible light photocatalysis has been developed. Trifluoromethylation of propargylic alcohols with CF3I in the presence of Ru(bpy)3Cl2 as the photocatalyst followed by double-bond migration/keto-enol tautomerization provides β-trifluoromethyl ketones as the final product. β-Trifluoromethyl ketones are synthesized from readily available propargylic alcohols by visible light photocatalysis. Trifluoromethylation followed by double-bond migration/keto-enol tautomerization provides β-trifluoromethyl ketones as the final product.
Rapid preparation of 3-deoxyanthocyanidins and novel dicationic derivatives: New insight into an old procedure
Chassaing, Stefan,Kueny-Stotz, Marie,Isorez, Geraldine,Brouillard, Raymond
, p. 2438 - 2448 (2008/03/13)
Common 3-deoxyanthocyanidins and original dicationic flavylium- benzopyrylium derivatives are easily and efficiently synthesized through reactions between the corresponding phenols and aryl ethynyl ketones in the presence of aqueous hexafluorophosphoric acid. The mechanism of the reaction is discussed and two competitive pathways are consistent with our results. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.
Straightforward synthesis of highly hydroxylated phloroglucinol-type 3-deoxyanthocyanidins
Kueny-Stotz, Marie,Isorez, Géraldine,Chassaing, Stefan,Brouillard, Raymond
, p. 1223 - 1226 (2008/02/07)
Phloroglucinol-type 3-deoxyanthocyanidins were synthesized through the interaction between phloroglucinol derivatives and arylethynylketones in acetic acid in the presence of aqueous hexafluorophosphoric acid. This methodology was applied to achieve the synthesis of natural apigeninidin, luteolinidin and tricetanidin with high yields. Georg Thieme Verlag Stuttgart.
Straightforward synthesis of highly hydroxylated phloroglucinol-type 3-deoxyanthocyanidins
Kueny-Stotz, Marie,Isorez, Géraldine,Chassaing, Stefan,Brouillard, Raymond
, p. 1067 - 1070 (2008/02/13)
Phloroglucinol-type 3-deoxyanthocyanidins were synthesized through the interaction between phloroglucinol derivatives and arylethynylketones in acetic acid in the presence of aqueous hexafluorophosphoric acid. This methodology was applied to achieve the synthesis of natural apigeninidin, luteolinidin and tricetanidin with high yields. Georg Thieme Verlag Stuttgart.
Alkynylated fused ring pyrimidine compounds
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, (2008/06/13)
A compound selected from those of formula (I): wherein W1 represents O, S, or —NR3 in which R3 represents hydrogen, alkyl, OH or CN; W2 represents a group selected from hydrogen, CF3, NH2,
