| Literature DB >> 28407344 |
Ryan J Fradette1, Minkyu Kang1, F G West1.
Abstract
Oxidation-initiated Nazarov reactions of 1,4-pentadien-3-yl ethers take place in the presence of DDQ. Termination by regioselective elimination preserves both stereocenters created during electrocyclization, providing cyclopentanone products bearing an exocyclic methylene unit. Use of catalytic DDQ with MnO2 as terminal oxidant is also described.Entities:
Keywords: Nazarov cyclization; electrocyclic reactions; oxidation; quinones; synthetic methods
Year: 2017 PMID： 28407344 DOI： 10.1002/anie.201701748
Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336