ISSN:
0170-2041
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Chemistry of Reactive Cations Derived from Sulfur Dioxide Analogues, XII. - Stereochemistry of the Heterometathesis with Cyclic Sulfoxides - Turnstile Rotation in the Intermediate σ-SulfuranesIn the heterometathesis of cyclic sulfoxides with N-Methyl-N-sulfinylmethanaminium tetrafluoroborate (1a), both diastereomers yield the same product, in each case, the reactions proceed with retention or inversion, respectively. This behavior is explained by turnstile rotations in the intermediate σ-sulfuranes, the most stable form of which are observed in the NMR spectra.
Notes:
Bei der Heterometathesereaktion cyclischer Sulfoxide mit N-Methyl-N-sulfinylmethanaminium-tetrafluoroborat (1a) geben jeweils beide Diastereomere dasselbe Produkt - unter Retention bzw. Inversion der Konfiguration. Zur Erklärung wird Turnstile-Rotation in den σ-Sulfuran-Zwischenprodukten zur stabilsten (im NMR-Spektrum nachweisbaren) Form angenommen.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.198519850109
Permalink