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Your search keyword '"John M. McIntosh"' showing total 8 results
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8 results on '"John M. McIntosh"'

1. ChemInform Abstract: An Unexpected Acyloin Rearrangement and Oxidation of a Camphor Derivative

Author

John M. McIntosh and Kenneth C. Cassidy

Subjects
Terpene, chemistry.chemical_compound, Camphor, chemistry, Ether, General Medicine, Ring (chemistry), Medicinal chemistry, Acid anhydride, Derivative (chemistry)
Abstract

The trimethylsiyl ether 7 derived in two steps from camphor underwent ring expansion via an acylion rearrangement to afford two products (8 and 9) when desilylation was attempted. Compound 9 was stable but 8 was oxidized in air to homocamphoric acid anhydride 11. Key words: camphor, acyloin rearrangement.

Published
2010
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3. ChemInform Abstract: Studies on the Alkylation of Dipeptide Substrates

Author

Rasiah Thangarasa, John M. McIntosh, Diane E. Froen, Russell C. Klix, Benxin Zhi, and David J. Ager

Subjects
chemistry.chemical_classification, Residue (chemistry), chemistry.chemical_compound, Hydrocarbon, Dipeptide, Chemistry, Glycine, General Medicine, Alkylation, Selectivity, Combinatorial chemistry, Asymmetric induction, Derivative (chemistry)
Abstract

Alkylations of anions derived from dipeptides with a glycine at the C-terminus have been investigated. A hydrocarbon sedition in the N-terminal residue does impart some asymmetric induction. The use of a chiral ester derivative provides the potential for double asymmetric induction and good selectivity. With an aspartyl residue at the N-terminus, problems were encountered due to competing side reactions. The use of an azetidinone could circumvent some of these, but the observed induction was not high.

Published
2010
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