Skip to Main content Skip to Navigation
Journal articles

[3,3]-Sigmatropic rearrangement of boronated allylcyanates: a new route to α-aminoboronate derivatives and trisubstituted tetrahydrofurans.

Abstract : [3,3]-Sigmatropic cyanate-isocyanate rearrangement provides a powerful tool for the preparation of α-isocyanato allylboronic esters, which can be further trapped with a variety of nucleophiles. Hydrogenation gave the corresponding α-aminoboronates derivatives while addition of aldehydes afforded homoallylic alcohols, (tetrahydrofuran-2-yl)carbamate, ether, or urea derivatives.
Document type :
Journal articles
Complete list of metadatas

https://hal-univ-rennes1.archives-ouvertes.fr/hal-00861083
Contributor : Bertrand Carboni <>
Submitted on : Wednesday, September 11, 2013 - 6:30:03 PM
Last modification on : Friday, July 10, 2020 - 4:24:32 PM

Identifiers

Citation

Sabrina Touchet, Aurélie Macé, Thierry Roisnel, François Carreaux, Alexandre Bouillon, et al.. [3,3]-Sigmatropic rearrangement of boronated allylcyanates: a new route to α-aminoboronate derivatives and trisubstituted tetrahydrofurans.. Organic Letters, American Chemical Society, 2013, 15 (11), pp.2712-5. ⟨10.1021/ol401016x⟩. ⟨hal-00861083⟩

Share

Metrics

Record views

208