- TiCl4/Mg/BrCH2CH2Br Reagent System: A 1,2-Diorganometallic Equivalent
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1,2-Diorganometallic species generated utilizing the TiCl4/Mg/BrCH2CH2/Br reagent system reacts with ketones to give the corresponding 1,4-diols and/or 1,2-diols in moderate yields.
- Rao, S. Achyutha,Periasamy, M.
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- NEW BIFUNCTIONAL (METH)ACRYLATE COMPOUND AND POLYMER
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Provided is a compound that can be used for a resin for a resist having excellent sensitivity, resolution, and etching resistance, or the like, by a compound represented by the following formula (1): (wherein R1 represents a hydrogen atom or a
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- Synthesis and Applications of Tetrahydrofuran-Stable Substituted (3-Lithioxyalkyl)- and (4-Lithioxyalkyl)lithiums, Modified with Magnesium 2-Ethoxyethoxide
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Substituted hydroxyalkyl phenyl sulfides 3 have been synthesized from the corresponding allylic or homoallylic alcohols 2. Regiospecific cleavage of the C - SPh bond of the sulfides 3 by lithium dispersion in tetrahydrofuran (THF) led to the synthesis of substituted (3-lithioxyalkyl)- and (4-lithioxyalkyl)lithiums 4, most of which share the ω carbon with a carbocyclic ring. The organolithiums were modified with magnesium 2-ethoxyethoxide in order to suppress their reactivity toward THF cleavage, thus offering the advantage of preparing storable ethereal solutions of certain types of (lithioxyalkyl)lithiums. This strategy appears to be of rather broad scope. The functionalized organolithiums prepared in this way react normally with electrophilic reagents with yields in the range 35-55%. Thus, carboxylations of 4 yielded lactones 5, some of which are natural products, while reactions of 4 with benzophenone and cyclic ketones yielded 1,4- and 1,5-diols 6 and 7, respectively.
- Kostas, Ioannis D.,Screttas, Constantinos G.
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p. 5575 - 5577
(2007/10/03)
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- γ-Lithioalkoxides via Reductive Lithiation of Oxetanes by Aromatic Radical Anions
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Oxetanes are cleaved at 0 deg C in tetrahydrofuran by lithium 4,4'-di-tert-butylbiphenylide, giving lithium γ-lithioalkoxides which can provide 2-substituted tetrahydrofurans by trapping with aldehydes and ketones followed by acid cyclization of the resulting 1,4-diols; the cuprates of these dianions undergo conjugate addition and nucleophilic substitution reactions.
- Mudryk, Boguslaw,Cohen, Theodore
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p. 5657 - 5659
(2007/10/02)
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