THE CHEMISTRY OF α, ω-MERCAPTOALCOHOLS IN THE PRESENCE OF DIETHOXYTRIPHENYLPHOSPHORANE. TEMPERATURE DEPENDENCE OF CYCLODEHYDRATIONS AND S-ETHYLATIONS
- 1 May 1987
- journal article
- research article
- Published by Taylor & Francis in Phosphorus and Sulfur and the Related Elements
- Vol. 31 (1-2) , 59-70
- https://doi.org/10.1080/03086648708079342
Abstract
Diethoxytriphenylphosphorane (DTPP) is easily prepared by oxidative addition of triphenylphosphine with diethyl peroxide. DTPP converts a variety of mercaptoalcohols to cyclic sulfides as well as hydroxythioethers. The temperature dependence (+25 → −25°C) of the product distribution has synthetic potential.Keywords
This publication has 38 references indexed in Scilit:
- Ring opening reactions of thiiranes with group IV B organometallics: a new regioselective route to β-amino and β-cyanide thiols.Tetrahedron Letters, 1983
- Synthesis of 2,6-disubstituted piperidines, oxanes, and thianesChemical Reviews, 1983
- A facile synthesis of 2-acetamido-2-deoxy-5-thio-d-glucopyranoseCarbohydrate Research, 1983
- Anal sac secretion in mustelids a comparisonJournal of Chemical Ecology, 1983
- Extending the scope of enantiomer resolution by complexation gas chromatographyJournal of the American Chemical Society, 1982
- 1‐p‐Menthene‐8‐thiol: A powerful flavor impact constituent of grapefruit juice (Citrus parodisi MACFAYDEN)Helvetica Chimica Acta, 1982
- Thiolan and monothio-β-diketone formation through the use of a nucleo-electrophilic thiating agentJournal of the Chemical Society, Chemical Communications, 1982
- A Convenient Synthesis of 2,4-Diarylthietanes by Reductive Cyclization ofO,O-DiethylS-(1,3-Diaryl-3-oxopropyl) PhosphorodithioatesSynthesis, 1981
- Asymmetric Synthesis of Thiiranes from Aldehydes and Ketones andS-LithiomethylO-(-)-Menthyl DithiocarbonateSynthesis, 1976
- 6- and 6′-Hydroxyneothiobinupharidine. Monohemiaminals fromNuphar luteum and their possible role in thiaspirane Nuphar alkaloid biogenesisCellular and Molecular Life Sciences, 1975