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

Authors :
Buendia J
Chang Z
Eijsberg H
Guillot R
Frongia A
Secci F
Xie J
Robin S
Boddaert T
Aitken DJ
Source :
Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2018 May 28; Vol. 57 (22), pp. 6592-6596. Date of Electronic Publication: 2018 Apr 26.
Publication Year :
2018

Abstract

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.<br /> (© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)

Details

Language :
English
ISSN :
1521-3773
Volume :
57
Issue :
22
Database :
MEDLINE
Journal :
Angewandte Chemie (International ed. in English)
Publication Type :
Academic Journal
Accession number :
29644774
Full Text :
https://doi.org/10.1002/anie.201803571