The reaction of lead tetraacetate with alicyclic alcohols—II

Autor:	J. Janković, S. Konstantinović, Ž. Čeković, M. Lj. Mihailović, R. E. Partch, A. Milovanović
Rok vydání:	1969
Předmět:	chemistry.chemical_classification Steric effects Cyclohexanemethanol Chemistry Organic Chemistry Resonance (chemistry) Biochemistry Medicinal chemistry symbols.namesake Alicyclic compound Drug Discovery symbols Organic chemistry van der Waals force
Zdroj:	Tetrahedron. 25:3205-3215
ISSN:	0040-4020
DOI:	10.1016/s0040-4020(01)82852-0
Popis:	Cyclohexanemethanol, 1-methylcyclohexanemethanol and 2-tetrahydropyranmethanol were oxidized with lead tetraacetate, and in each case a different ratio of cyclization products (1,4-ethers) to β-fragmentation products (olefins, bridged saturated hydrocarbons, acetates and formates) was obtained. These relative product distributions are discussed in terms of conformational, steric (van der Waals) and electronic (resonance) effects.
Databáze:	OpenAIRE
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