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Preparation of Cyclobutene Acetals and Tricyclic Oxetanes through Photochemical Tandem and Cascade Reactions

Buendia, J; Chang, Z; Eijsberg, H; Guillot, R; Frongia, A; Secci, F; Xie, J; Robin, S; Boddaert, T; Aitken, DJ, Angewandte Chemie-International Edition, 2018, 57, 6592-6596.

Références :

Angewandte Chemie-International Edition, 2018, 57, 6592-6596.

Auteur(s) : 

Buendia, J; Chang, Z; Eijsberg, H; Guillot, R; Frongia, A; Secci, F; Xie, J; Robin, S; Boddaert, T; Aitken, DJ

We describe a photochemical reaction using two starting materials, a cyclopent‐2‐enone and an alkene, which are transformed in a controlled manner via the initial [2+2]‐photocycloaddition adducts into cyclobutene aldehydes (conveniently trapped as stable acetals) or unprecedented angular tricyclic 4:4:4 oxetane‐containing skeletons. These compounds are formed through tandem or triple cascade photochemical reaction processes, respectively. Small libraries of each compound class were prepared, thus suggesting that this photochemistry approach opens new opportunities for synthesis design and for widening molecular diversity.

graphical abstract
Type :
Publication
Dates :
Paru le 28 mai 2018
Informations complémentaires :
DOI: 10.1002/anie.201803571

 

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