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Stereoselective and Regioselective Pinacol-Type Rearrangement of a Fused Bicyclic Oxetanol Scaffold.
- Source :
- European Journal of Organic Chemistry; 10/25/2017, Vol. 2017 Issue 39, p5896-5902, 7p
- Publication Year :
- 2017
-
Abstract
- The Paternò-Büchi reaction between benzaldehyde and trimethylsilyloxycyclopentene gave access to an unprecedented silyl ether derivative of 6-oxabicyclo[3.2.0]heptan-1-ol. The bicyclic structure underwent selective reductive ring opening and acid-catalyzed pinacol-type rearrangement reactions with complete regioselectivity, accompanied by moderate to excellent mechanism-dependent diastereoselectivity. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 1434193X
- Volume :
- 2017
- Issue :
- 39
- Database :
- Complementary Index
- Journal :
- European Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 125932594
- Full Text :
- https://doi.org/10.1002/ejoc.201701214