5 years ago

Catalytic Enantioselective Synthesis of 2,5-Dihydrooxepines

Catalytic Enantioselective Synthesis of 2,5-Dihydrooxepines
Do Hyun Ryu, Soo Min Cho, Su Yong Shim, Anipireddy Venkateswarlu
Cyclopropanes possessing formyl and vinyl groups are converted into 2,5-dihydrooxepines with release of the angle strain through a boat-like transition state. In their Communication (DOI: 10.1002/anie.201700890), D. H. Ryu and co-workers show that a catalytic tandem cyclopropanation/retro-Claisen rearrangement reaction in the presence of a chiral oxazaborolidinium ion catalyst gives highly functionalized 2,5-dihydrooxepines in a single step with excellent enantioselectivity.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/anie.201704987

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