129410-68-0Relevant articles and documents
1,3-Dipolar Cycloadditions to Nitrogen-substituted Allenes
Broggini, Gianluigi,Bruche, Luca,Zecchi, Gaetano,Pilati, Tullio
, p. 533 - 539 (2007/10/02)
A series of nitrogen-substituted allenes (2a-h) was treated with 3,5-dichloro-2,4,6-trimethylbenzonitrile oxide (4) in boiling tetrachloromethane.The reaction occured predominantly (or exclusively) at the α,β double bond.Regardless of the site of cycloaddition, the carbon of the nitrile oxide bonded selectively to the central carbon of the allene. 4-Methylene-4,5-dihydroisoxazole monoadducts (5) reacted further to form spiro-diadducts.The stereochemistry of one diadduct was determined by X-ray diffraction analysis.