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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Vault Isomerization and its Application to the Synthesis of a Dideoxydysoxysulfone Precursor

Christopher G. Andrews A and Richard F. Langler A B
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A Department of Chemistry, Mount Allison University, Sackville, New Brunswick E4 L 1G8, Canada.

B Corresponding author. Email: rlangler@mta.ca

Australian Journal of Chemistry 61(12) 986-990 https://doi.org/10.1071/CH08051
Submitted: 6 February 2008  Accepted: 17 October 2008   Published: 10 December 2008

Abstract

Novel silica-induced controlled disproportionation of α-mercaptosulfones produces α-mercapto α′-sulfonyl sulfides. Its discovery and exploitation, as the heart of a new process – vault isomerization – permits the elaboration of a more efficient synthesis of a previously described synthetic precursor.


Acknowledgements

We are grateful to J. F. Read of Mount Allison University for financial assistance from endowed funds. Technical assistance was provided by S. Satyanarayana. High-field NMR spectra were obtained by D. Durant and mass spectra by R. Smith.


References


[1]   R. F. Langler, J. Sulfur Chem. 2008, 29,  99.
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