Library

X
feed icon rss

Your email was sent successfully. Check your inbox.

An error occurred while sending the email. Please try again.

Proceed reservation?

Export
  • 1
    Electronic Resource
    Electronic Resource
    Reaction of the Carbanions of 2-(Alkylthio)thiolane 1-Oxides with Oxiranes (1999)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1999 (1999), S. 1481-1488 
    Details
    ISSN: 1434-193X
    Keywords: Thiolane 1-oxides ; Carbanions ; Oxiranes ; Asymmetric synthesis ; X-ray structure ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: -Carbanions of the 2-(alkylthio)thiolane 1-oxides 1 and 2 are generated and subjected to reaction with the epoxides 3-5. The resulting carbinols 6-11 are formed with high α diastereoselectivity, which is explained by a stabilization of the trans configuration of the carbanions in the activated complex. A minor γ stereoselectivity is also observed in case of the reactions with 4 and 5. The pure enantiomers (1S,2S,2′S)-9a and (1R,2R,2′S)-11b were obtained from 2 and (S)-4 or (R)-5, respectively, and their configurations were proved by X-ray structural analyses.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    Library Location Call Number Volume/Issue/Year Availability
    BibTip Others were also interested in ...
    Paper (German National Licenses)
  • 2
    Electronic Resource
    Electronic Resource
    Formation of δ-Sultines (1,2-Oxathiane 2-Oxides) from Thiolane 1-Oxides (1999)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1999 (1999), S. 943-947 
    Details
    ISSN: 1434-193X
    Keywords: Thiolane 1-oxides ; Oxidations ; δ-Sultines ; [Bis(trifluoroacetoxy)iodo]benzene ; Asymmetric synthesis ; Carbanions ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: -2-(Alkylthio)-2-benzylthiolane 1-oxides (1a, b) and 2-(alkylthio)-2-(α-hydroxybenzyl)thiolane 1-oxides (1c, d) are oxidized with [bis(trifluoroacetoxy)iodo]benzene (PIFA). Under ring enlargement the corresponding cyclic sulfinate esters (δ-sultines) 2 are formed. Only (1R*,2S*)-1b is reactive whereas (1R*,2R*)-1b is not attacked. This observation is explained with the formation of a cyclic intermediate 3.
    Type of Medium: Electronic Resource
    Library Location Call Number Volume/Issue/Year Availability
    BibTip Others were also interested in ...
    Paper (German National Licenses)
  • 3
    Electronic Resource
    Electronic Resource
    ESR-Untersuchungen an Carbonsäureestern, 10. Bildung persistenter Benzylradikale durch Protonierung der Radikalanionen sterisch gehinderter Dithiobenzoesäureester (1989)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 122 (1989), S. 187-191 
    Details
    ISSN: 0009-2940
    Keywords: Benzyl radicals ; Dithiocarboxylates, sterically hindered ; Radical anions ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Formation of Persistent Benzyl Radicals by Protonation of the Radical Anions of Sterically Hindered Dithiobenzoic EstersESR signals due to a second species are observed besides the spectra of the corresponding radical anions when the methyl ortho-(tert-butyl)dithiobenzoates 1, 4, and 6 are electroreduced in situ in dimethylformamide. It is shown by investigation of model compounds as well as semiempirical MNDO/CI-MO calculations, that these arise from α-alkylthio-α-mercaptobenzyl radicals 3, 14, and 15 which are formed by protonation of the radical anions at the thiocarbonyl sulfur atom.
    Notes: Nach in-situ-Elektroreduktion der ortho-(tert-Butyl)dithiobenzoesäure-methylester 1, 4 und 6 in Dimethylformamid beobachteten wir neben den ESR-Spektren der entsprechenden Radikalanionen die Signale einer zweiten Spezies. Durch Untersuchung von Modellverbindungen sowie semiempirische MO-Rechnungen nach dem MNDO/CI-Verfahren wird gezeigt, daß es sich dabei um die α-Alkylthio-α-mercaptobenzyl-Radikale 3, 14 und 15 handelt, die durch Protonierung der Radikalanionen am Thiocarbonylschwefel entstehen.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19891220129
    Library Location Call Number Volume/Issue/Year Availability
    BibTip Others were also interested in ...
    Paper (German National Licenses)
    Fulltext
Close ⊗
This website uses cookies and the analysis tool Matomo. More information can be found here...