Download Organic Reaction Mechanisms 2003: An Annual Survey Covering by A. C. Knipe PDF

By A. C. Knipe

That allows you to plan new natural syntheses the chemist has to appreciate natural response mechanisms. the newest quantity during this sequence highlights the hot mechanisms released within the 2003 literature. An skilled crew of authors compiles those studies each year, in order that the reader can depend upon a continuous caliber of choice and presentation.Content:
Chapter 1 Reactions of Aldehydes and Ketones and their Derivatives (pages 1–57): B. A. Murray
Chapter 2 Reactions of Carboxylic, Phosphoric and Sulfonic Acids and their Derivatives (pages 59–102): C. T. Bedford
Chapter three Oxidation and aid (pages 103–160): ok. ok. Banerji
Chapter four Carbenes and Nitrenes (pages 161–191): M. Christlieb, D. M Hodgson and E. Gras
Chapter five Nucleophilic fragrant Substitution (pages 193–204): M. R. Crampton
Chapter 6 Electrophilic fragrant Substitution (pages 205–222): R. G. Coombes
Chapter 7 Carbocations (pages 223–263): R. A. McClelland
Chapter eight Nucleophilic Aliphatic Substitution (pages 265–292): J. Shorter
Chapter nine Carbanions and Electrophilic Aliphatic Substitution (pages 293–331): M. L. Birsa
Chapter 10 removal Reactions (pages 333–353): A. C. Knipe
Chapter eleven Addition Reactions: Polar Addition (pages 355–426): P. Kocovsky
Chapter 12 Addition Reactions: Cycloaddition (pages 427–467): N. Dennis
Chapter thirteen Molecular Rearrangements: half 1 (pages 469–498): S. ok. Armstrong
Chapter 14 Molecular Rearrangements: half 2 (pages 499–560): J. M. Coxon

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Extra info for Organic Reaction Mechanisms 2003: An Annual Survey Covering the Literature Dated January to December 2003

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The nature of the chiral factors bringing about these effects is not known, but the reaction – which is autocatalytic – has previously been shown to give effectively an enantiopure result when product with as little as 5 × 10−5 % ee is introduced (see above). e. 254 Other catalysts employed in additions to aromatic aldehydes include β-amino alcohols derived from phenylalanine,255 chiral N -acylethylenediamines256 and other ligands257 derived from amino acids. Pyridine-containing ligands derived from D-glucose catalyse enantioselective addition of diethylzinc to aldehydes,258 in the opposite sense to such ligands based on 259 D-fructose.

The reaction is catalysed by cyanide anion in ether solution, assisted by 18-crown-6. 344 Enolization and Related Reactions In Grignard addition of ethylmagnesium bromide to 1,2-diester (96), a remarkably stable enol (97) was isolated. The Grignard was added at −78 ◦ C, and aqueous quench under these conditions gives the expected ketone of (97), but bringing the magnesium alkoxide intermediate to room temperature before quenching results in the enol (97). Typically an oil, the sterically hindered (97) ketonizes over a period of weeks, but it is indefinitely stable if crystalline.

341 A cross silyl benzoin reaction of an aldehyde (RCHO, R = aryl, alkyl, furyl) and an acylsilane (ArCOSiEt3 ) regioselectively yields a single α-hydroxy ketone in its silyl-protected form, ArCOCH(R)OSiEt3 . The reaction is catalysed by cyanide anion in ether solution, assisted by 18-crown-6. 344 Enolization and Related Reactions In Grignard addition of ethylmagnesium bromide to 1,2-diester (96), a remarkably stable enol (97) was isolated. The Grignard was added at −78 ◦ C, and aqueous quench under these conditions gives the expected ketone of (97), but bringing the magnesium alkoxide intermediate to room temperature before quenching results in the enol (97).

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