Organic Reaction Mechanisms, 1999, 1st Edition by A. C. Knipe, W. E. Watts

By A. C. Knipe, W. E. Watts

* thirty fifth quantity during this hugely profitable series
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Extra resources for Organic Reaction Mechanisms, 1999, 1st Edition

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Chem. Soc. (Taipei), 45, 815 (1998); Chem. , 130, 153278 (1999). Kambli, D. , Patil, I. , Laxmeshwar, N. , and Prabhu, D. , Asian J. , 11, 189 (1999); Chem. , 130, 167904 (1999). Hartley, J. H. and James, T. , 40, 2597 (1999). Legouin, B. , Int. J. Chem. , 31, 826 (1999). Echevarria-Gorostidi, G. , Perez, M. P. , Santos, J. , and Blanco, F. , Helv. Chim. Acta, 82, 769 (1998). , in Lipofuscin and Ceroid Pigments (Ed. Porta, E. ), Plenum Press, New York, 1990, pp. , and Sayre, L. , J. Org. , 64, 5732 (1999).

36 Organic Reaction Mechanisms 1999 O Cl O O O O O O O Mg ... O ........ 228 Evidence for transient formation of the hydroquinone, and for double-reduction to replace the carbonyls with sp 3 centres, is presented. 229 N -Formylamines can be prepared by the Leuckart reaction, a reductive amination of carbonyl compounds by reaction with formamide and formic acid. 233 Based on the results and several control experiments, the mechanism appears to involve rapid equilibrium complex formation between the hydrate of the aldehyde and tribromide ion, followed by rate-determining C−H bond breaking to give the protonated acid, which rapidly deprotonates.

A number of Lewis acids such as Ph3 COTf and TiCp2 (OTf)2 which apparently catalyse Mukaiyama cross-aldols actually proceed via catalysis by trimethyl triflate, due to exchange with the silyl enol ether under the influence of adventitious moisture. 115 With boron trifluoride etherate as Lewis acid, aromatic aldehydes (except those with donating groups) gave erythro products, whereas aliphatic aldehydes (except an α,β-unsaturated one) gave predominantly threo products. ) when tin(IV) chloride was used.

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