UID:
almahu_9948026167802882
Format:
1 online resource (401 p.)
Edition:
1st ed.
ISBN:
1-281-04592-6
,
9786611045920
,
0-08-053816-9
Series Statement:
Tetrahedron organic chemistry series ; v. 23
Content:
Organolithiums: Selectivity for Synthesis
Note:
Description based upon print version of record.
,
Front Cover; Organolithiums: Selectivity for Synthesis; Copyright Page; Table of Contents; Foreword; Acknowledgements; Abbreviations; CHAPTER 1. Introduction; 1.1 Scope and overview; 1.2 Organolithiums in solution; References; CHAPTER 2. Regioselective Synthesis of Organolithiums by Deprotonation; 2.1 General points; 2.2 Lithiation α a to heteroatoms; 2.3 Ortholithiation; 2.4 Lateral lithiation; 2.5 Remote lithiation, and β-1ithiation of non-aromatic compounds; 2.6 Superbases; 2.7 Cooperation, competition and regioselectivity; References
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CHAPTER 3. Regioselective Synthesis of Organolithiums by X-Li Exchange3.1 Halogen-lithium exchange; 3.2 Tin-lithium exchange; 3.3 Chalcogen-lithium exchange; 3.4 Phosphorus-lithium exchange; References; CHAPTER 4. Regioselective Synthesis of Organolithiums by C-X Reduction; 4.1 Reductive lithiation of alkyl and aryl halides; 4.2 Reductive lithiation of C-O bonds; 4.3 Reductive lithiation of C-N bonds; 4.4 Reductive lithiation of C-S bonds; 4.5 Reductive lithiation of C-C bonds and n-bonds; References; CHAPTER 5. Stereoselective and Stereospecific Synthesis of Organolithiums
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5.1 Configurational stability of organolithiums5.2 Stereospecific synthesis of organolithiums by X-Li exchange; 5.3 Diastereoselective deprotonation; 5.4 Enantioselective deprotonation; References; CHAPTER 6. Stereospecific and Stereoselective Substitution Reactions of Organolithiums; 6.1 Stereospecific reactions of organolithium compounds; 6.2 Stereoselective substitution in the presence of chiral ligands; References; CHAPTER 7. Regio- and Stereoselective Addition Reactions of Organolithiums; 7.1 Intermolecular addition to π bonds: Carbolithiation
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7.2 Intramolecular addition and substitution reactions: anionic cyclisationReferences; CHAPTER 8. Organolithium Rearrangements; 8.1 Shapiro Reaction; 8.2 Brook Rearrangements; 8.3 [ 1,2]-Wittig Rearrangements; 8.4 [2,3]-Wittig Rearrangements; References; CHAPTER 9. Organolithiums in Synthesis; 9.1 Ochratoxin: ortholithiation and anionic Fries rearrangement; 9.2 Corydalic acid methyl ester: lateral lithiation; 9.3 Fredericamycin A: ortho, lateral and α-lithiation; 9.4 (+)-Atpenin B: metallation of an aromatic heterocycle; 9.5 Flurbiprofen: metallation with LiCKOR superbases
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9.6 California Red Scale Pheromone: α- and reductive lithiation9.7 C1-C9 of the Bryostatins: diastereoselective bromine-lithium exchange; 9.8 (S)-1-Methyldodecyl acetate, a Drosophila pheromone: (-)-sparteine assisted enantioselective lithiation; 9.9 (-)-Paroxetine: (-)-sparteine-promoted asymmetric lithiation and substitution; References; INDEX
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English
Additional Edition:
ISBN 0-08-043262-X
Language:
English
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