15263-48-6Relevant articles and documents
Aza-Oxyallyl Cation Driven 3-Amido Oxetane Rearrangement to 2-Oxazolines: Access to Oxazoline Amide Ethers
Banerjee, Prabal,Saha, Debarshi,Taily, Irshad Maajid
, (2022/02/23)
Herein, we report a highly facile and unprecedented activation of 3-amido oxetanes to synthesize 2-oxazoline amide ethers using a transient electrophilic aza-oxyallyl cation as an activating as well as an alkylating agent under mild reaction conditions. The aza-oxyallyl cation driven intramolecular rearrangement of 3-amido oxetanes to 2-oxazolines is the hallmark of this transformation and is a new addition to the reactivity profile of aza-oxyallyl cations.
Stereoselective Cycloaddition of Nitrile Oxides to 4-Vinyl-Oxazolines and -Oxazolidines
Boyd, Ewan C.,Paton, R. Michael
, p. 3169 - 3172 (2007/10/02)
Cycloaddition of nitrile oxides to 4-vinyl-2-oxazoline 1 and to 4-vinyloxazolidine 2 afford diastereomeric mixtures of 2-isoxazolines in which the erythro product predominates (32-64percent d.e.).In contrast, the corresponding reactions with acyclic analogue 3 favoured the threo-adducts and were less selective (8-20percent d.e.).Key Words: 1,3-dipolar cycloaddition; nitrile oxides; isoxazolines