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pro vyhledávání: '"Stephen A. Glover"'
Autor:
Stephen A. Glover, Adam A. Rosser
Publikováno v:
Amide Bond Activation. :29-77
Heteroatom Substitution at Amide Nitrogen—Resonance Reduction and HERON Reactions of Anomeric Amides
Autor:
Stephen A. Glover, Adam A. Rosser
Publikováno v:
Molecules, Vol 23, Iss 11, p 2834 (2018)
This review describes how resonance in amides is greatly affected upon substitution at nitrogen by two electronegative atoms. Nitrogen becomes strongly pyramidal and resonance stabilisation, evaluated computationally, can be reduced to as little as 5
Externí odkaz:
https://doaj.org/article/47d07bb86c124e2897e19c48a1ef7684
Autor:
Stephen A. Glover
Publikováno v:
ARKIVOC, Vol 2001, Iss 12, Pp 143-160 (2002)
Externí odkaz:
https://doaj.org/article/555e31d64cec4189ae0c7a2d68aaf6bc
Autor:
Adam A. Rosser, Stephen A. Glover
Publikováno v:
Canadian Journal of Chemistry. 94:1169-1180
Anomeric amides, RCON(X)(Y), have two electronegative atoms at the amide nitrogen, a configuration that results in greatly reduced amide resonance and strongly pyramidal nitrogen atoms. This, combined with facilitation of anomeric interactions, can r
Autor:
Stephen A. Glover
Publikováno v:
Physical chemistry chemical physics : PCCP. 21(32)
The nature of amide resonance in the β-lactam ring of β-propiolactams and penicillin type structures has been evaluated by the Mucsi hydrogenation method on the one hand, and isodesmic trans-amidation (TA) and the carbonyl substitution nitrogen ato
Publikováno v:
Mutation Research/Genetic Toxicology and Environmental Mutagenesis. :503299
N-Acyloxy-N-alkoxyamides are direct-acting mutagens in S. typhimurium TA100 and TA98. A reliable QSAR for their activity in TA100 has been developed, which indicates reversible intercalation into the DNA helix through naphthalene substituents. In thi
Publikováno v:
Organic & Biomolecular Chemistry. 14:3699-3714
N-Acyloxy-N-alkoxyamides are direct-acting mutagens in S. typhimurium TA100 with a linear dependence upon log P that maximises at log P0 = 6.4. Eight N-acyloxy-N-alkoxyamides (2–9) bearing a naphthalene group on any of the three side-chains and wit
Publikováno v:
Synlett. 26:111-115
Protected inosose 2- O -mesylates generate oxyallyl systems by elimination of the mesylate group after enolization. The reaction is promoted by weak bases such as triethylamine and azide, and the oxyallyl systems are then trapped by nucleophilic alco
Autor:
Stephen A. Glover, Adam A. Rosser
Publikováno v:
Journal of Physical Organic Chemistry. 28:215-222
Calculations show that anomeric amides, amides bearing two electronegative atoms at the amide nitrogen, are unusual in structure and reactivity. They have much reduced amide resonance and also undergo the HERON reaction where anomeric destabilisation
Publikováno v:
Organicbiomolecular chemistry. 14(28)
Correction for ‘Mutagenicity of N-acyloxy-N-alkoxyamides as an indicator of DNA intercalation part 1: evidence for naphthalene as a DNA intercalator’ by Tony M. Banks, et al., Org. Biomol. Chem., 2016, 14, 3699–3714.