- Regioselective synthesis of fluorohydrines via SN2-type ring-opening of epoxides with TBABF-KHF2
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We found that the ring-opening fluorination of terminal epoxides using TBABF-KHF2 proceeds with high selectivity through the SN2 mechanism. As TBABF-KHF2 is easily obtainable, is stable, and can be used in glassware, it ca
- Akiyama, Yuriko,Fukuhara, Tsuyoshi,Hara, Shoji
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- TETRAHYDRO-PYRIDO[3,4-b]INDOLE ESTROGEN RECEPTOR MODULATORS AND USES THEREOF
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Described herein are tetrahydro-pyrido[3,4-b]indol-1-yl compounds with estrogen receptor modulation activity or function having the Formula I structure: and stereoisomers, tautomers, or pharmaceutically acceptable salts thereof, and with the substituents and structural features described herein. Also described are pharmaceutical compositions and medicaments that include the Formula I compounds, as well as methods of using such estrogen receptor modulators, alone and in combination with other therapeutic agents, for treating diseases or conditions that are mediated or dependent upon estrogen receptors.
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Paragraph 0417; 0418
(2018/01/18)
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- Synthesis and antiviral study of acyclic analogs of 3'-azido, 3'-amino, and 3'fluoro-3'-deoxythymidine, and HEPT analogs
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Several new acyclonucleosides have been synthesized from racemic epichlorhydrin or epifluorhydrin. This involves epoxide opening followed by chain elongation with iodomethyl phenyl sulfide and subsequent coupling of the phenylthioacetal with thymine. Deprotection afforded the title compounds 6, (and 18, whereas introduction of a phenylthio group at C-6 led to the three HEPT analogs, 13, 19, and 24.
- Trinh,Florent,Grierson,Monneret
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p. 939 - 943
(2007/10/02)
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- A versatile entry into the synthesis of α-(monofluoromethyl) amino acids : Preparation of α-(monofluoromethyl) serine and (E)-dehydro-α-(monofluoromethyl) ornithine
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A new entry to the synthesis of α-(monofluoromethyl) amino acids is described. The synthesis is based on a Strecker reaction on an α-(monofluoromethyl) ketone. As an example, α-(monofluoromethyl) serine was synthesized and used as starting material for a new synthesis of (E)-dehydro-α-(monoflouromethyl) ornithine.
- Van Hijfte, Luc,Heydt, Veronique,Kolb, Michael
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p. 4793 - 4796
(2007/10/02)
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- Regioselective conversion of O-protected glycidols to fluorohydrins catalyuzed by tetrabutylammonium dihydrogentrifluoride under solid-liquid PTC conditions
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A number of O-protected glycidols are regioselectively converted into the corresponding fluorohydrins FCH2CH(OH)CH2OX by reaction with catalytic amounts of Bu4N+H2F3- and a molar
- Landini, Dario,Albanese, Domenico,Penso, Michele
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p. 4163 - 4170
(2007/10/02)
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- Regioselective formation of fluorohydrins and their stereoselective conversion to fluoroolefins
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When treated with potassium tert-butoxide in tetrahydrofuran, p-toluene-sulfonates derived from fluorohydrins afford fluoroolefins (e.g., Z- or E-3) with high yields. Fluorohydrins are readily and stereoselectively accessible by anti-periplanar addition o
- Suga, Hiroaki,Hamatani, Takeshi,Schlosser, Manfred
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p. 4247 - 4254
(2007/10/02)
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- Regioselective Opening of Simple Epoxides with Diisopropylamine Trihydrofluoride
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Treatment of benzyl ether derivatives of simple aliphatic epoxy alcohols with diisopropylamine trihydrofluoride gave mixtures of the corresponding fluorohydrins in good yields.Steric hindrance is a major factor in determining the regioselectivity of epoxide opening, although electronic effects cannot be ignored.Electronic effects are more dominant with pyridine polyhydrofluoride.
- Muehlbacher, Manfred,Poulter, C. Dale
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p. 1026 - 1030
(2007/10/02)
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