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The Paterno-Buchi reaction between benzaldehyde and trimethylsilyloxycyclopentene gave access to unprecedented silyl ether derivatives of 6-oxabicyclo[3.2.0]heptan-1-ol. These bicyclic structures underwent selective reductive ring opening as well as acid-catalysed pinacol-type rearrangement… Click to show full abstract
The Paterno-Buchi reaction between benzaldehyde and trimethylsilyloxycyclopentene gave access to unprecedented silyl ether derivatives of 6-oxabicyclo[3.2.0]heptan-1-ol. These bicyclic structures underwent selective reductive ring opening as well as acid-catalysed pinacol-type rearrangement with complete regioselectivity, accompanied by moderate or excellent mechanism-dependent diastereoselectivity.
Keywords:
pinacol type;
stereoselective regioselective;
type rearrangement
Journal Title: European Journal of Organic Chemistry
Year Published: 2017
Link to full text (if available)
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Journal Title: European Journal of Organic Chemistry
Year Published: 2017
Link to full text (if available)
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recommendations!