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research article
The bora-ene reaction of sulfur dioxide and prop-2-ene-1-boronic esters. New route to sulfoxides
2006
A new one-pot synthesis of sulfoxides is presented. It involves the bora-ene reaction of sulfur dioxide and prop-2-ene-1-boronic esters, giving mixed anhydrides of sulfinic and boric acids. The latter react chemoselectively at the sulfur center with Grignard reagents in displacement reactions giving the corresponding prop-2-en-1-ylsulfoxides. Preliminary studies on the chirality transfer of enantiomerically enriched boronates to the sulfoxides are also presented.
Type
research article
Web of Science ID
WOS:000236438200028
Authors
Publication date
2006
Published in
Volume
47
Issue
16
Start page
2783
End page
2786
Peer reviewed
REVIEWED
EPFL units
Available on Infoscience
August 2, 2007
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