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J. H. Brewster

Bio: J. H. Brewster is an academic researcher. The author has contributed to research in topics: Ring (chemistry) & Interpretation (model theory). The author has an hindex of 1, co-authored 1 publications receiving 254 citations.

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Journal ArticleDOI
TL;DR: The ability of some of the surveyed catalysts to influence the cyclization selectivity of halolactonization reactions demonstrates their presence in the transition structure of the product-determining cyclization step, implying that chiral derivatives of these catalysts have the potential to provide enantioenriched products regardless of the rates or mechanisms of halonium ion racemization.
Abstract: Lewis base catalyzed bromo- and iodolactonization reactions have been developed and the effects of catalyst structure on rate and cyclization selectivity have been systematically explored. The effects of substrate structure on halolactonization reactions and the interaction of those effects with the effects of catalyst structure have been investigated, leading to synthetically useful improvements in cyclization selectivity. The knowledge acquired was applied to the development of Lewis base catalyzed bromo- and iodocycloetherification reactions. The ability of some of the surveyed catalysts to influence the cyclization selectivity of halolactonization reactions demonstrates their presence in the transition structure of the product-determining cyclization step. This observation implies that chiral derivatives of these catalysts have the potential to provide enantioenriched products regardless of the rates or mechanisms of halonium ion racemization.

202 citations

Journal ArticleDOI
TL;DR: The use of 13 C isotopically labeled d-glucose has led to an improved understanding of the mechanisms of pyrolytic formation of furan and 15 of its derivatives.

153 citations

Journal ArticleDOI
TL;DR: In this paper, a Synopsis des grosen experimentellen Materials is given, i.e., die schone, sich vornehmlich auf die Reaktionen des Grundkorpers beziehende Zusammenfassung von B. Eistert, bereits 14 Jahre zuruckliegt.
Abstract: Die Diazo-alkane zeigen in ihrer Reaktivitat eine erstaunliche Vielseitigkeit, die hinter der der aromatischen Diazo-Verbindungen nicht zurucksteht. Beim gegenwartigen Entwicklungsstand der theoretischen organischen Chemie erscheint es zweckmasig, die weitere Erschliesung einer Verbindungsklasse nicht allein formalen Analogien oder gar dem Zufall zu uberlassen. Ohne Vollstandigkeit anzustreben, wird im folgenden eine konsequente theoretische Deutung der Reaktionen aliphatischer Diazo-Verbindungen versucht. Eine Synopsis des grosen experimentellen Materials erscheint umsomehr gerechtfertigt, als die schone, sich vornehmlich auf die Reaktionen des Grundkorpers beziehende Zusammenfassung von B. Eistert) bereits 14 Jahre zuruckliegt.

146 citations

Journal ArticleDOI
TL;DR: Isomerization of isopropylidene glycerol ketals and benzylidenes glycerols was studied in this paper, and isoraerization equilibria were established.
Abstract: Isomerization of isopropylidene glycerol ketals and benzylidene glycerol acetals was studied, and isoraerization equilibria were established. Reaction of benzaldehyde with glycerol gave four benzylidene glycerol isomers, which were separated by column chromatography and characterized by NMR spectroscopy and other methods.

136 citations