doi: 10.1021/ol303363r.
Epub 2013 Jan 17.
Enantioselective construction of oxa- and aza-angular triquinanes through tandem [4 + 1]/[3 + 2] cycloaddition of sulfur ylides and nitroolefins
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- PMID: 23327638
- DOI: 10.1021/ol303363r
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Enantioselective construction of oxa- and aza-angular triquinanes through tandem [4 + 1]/[3 + 2] cycloaddition of sulfur ylides and nitroolefins
Org Lett.
.
Abstract
A formal [4 + 1]/[3 + 2] cycloaddition sequence of sulfur ylides and alkene-tethered nitroolefins has been developed. The use of (R)-binol-derived chiral sulfide leads to an asymmetric process that allows the construction of oxa- and aza-angular triquinanes in good to excellent diastereo- and enantioselectivities.
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