Jump to main content
Jump to site search
Access to RSC content Close the message box

Continue to access RSC content when you are not at your institution. Follow our step-by-step guide.


Issue 51, 2014
Previous Article Next Article

Dihydrothiophenes containing quaternary stereogenic centres by sequential stereospecific rearrangements and ring-closing metathesis

Author affiliations

Abstract

Stereospecific [3,3]-sigmatropic rearrangement of O-substituted thiocarbamate derivatives of enantiopure allylic alcohols provides allylic thiocarbamates as single enantiomers. Intramolecular arylation by rearrangement of their allyllithium derivatives provides allylic tertiary thiols. Allylation and ring-closing metathesis gives 2,5-dihydrothiophenes containing sulfur-bearing quaternary centres.

Graphical abstract: Dihydrothiophenes containing quaternary stereogenic centres by sequential stereospecific rearrangements and ring-closing metathesis

Back to tab navigation

Supplementary files

Article information


Submitted
08 Apr 2014
Accepted
06 May 2014
First published
06 May 2014

Chem. Commun., 2014,50, 6754-6757
Article type
Communication
Author version available

Dihydrothiophenes containing quaternary stereogenic centres by sequential stereospecific rearrangements and ring-closing metathesis

G. Mingat, J. J. W. McDouall and J. Clayden, Chem. Commun., 2014, 50, 6754
DOI: 10.1039/C4CC02596B

Social activity

Search articles by author

Spotlight

Advertisements