Highly Diastereoselective Baldwin Rearrangement of Isoxazolines into Acylaziridines - Archive ouverte HAL
Article Dans Une Revue Journal of Organic Chemistry Année : 2010

Highly Diastereoselective Baldwin Rearrangement of Isoxazolines into Acylaziridines

Résumé

An atom-economical and practical synthesis of cis-N- benzenesulfonamide acylaziridines through the Baldwin rearrangement of various N-benzenesulfonamide isoxa- zolines has been reported. A detailed experimental study revealed the beneficial effect of microwaves and pointed out the crucial role of the temperature in the reaction course. Moderate to good yields and excellent cis stereo- selectivities were achieved for 13 examples.
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Dates et versions

hal-00515351 , version 1 (06-09-2010)

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Citer

Eric Gayon, Olivier Debleds, Marie Nicouleau, Frédéric Lamaty, Arie van Der Lee, et al.. Highly Diastereoselective Baldwin Rearrangement of Isoxazolines into Acylaziridines. Journal of Organic Chemistry, 2010, pp.6050-6053. ⟨10.1021/jo101273d⟩. ⟨hal-00515351⟩
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