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2-(tert-Butyl)-4-phenyloxetane

Dipartimento di Farmacia-Scienze del Farmaco, Università di Bari “A. Moro”, Consorzio C.I.N.M.P.I.S., Via E. Orabona 4, I-70125 Bari, Italy
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Academic Editor: Norbert Haider
Molbank 2017, 2017(1), M930; https://doi.org/10.3390/M930
Received: 22 December 2016 / Revised: 24 January 2017 / Accepted: 7 February 2017 / Published: 10 February 2017
(This article belongs to the Section Organic Synthesis)
The two geometric isomers of 2-(tert-butyl)-4-phenyloxetane have, for the first time, been prepared starting from the commercially available 4,4-dimethyl-1-phenylpentane-1,3-dione. The latter was reduced with NaBH4 to give a mixture of diastereomeric syn and anti diols which were then stereospecifically cyclized into the corresponding oxetanes with an overall yield for the two steps of 69.6%. The newly synthesized stereoisomeric four-membered oxygenated heterocycles were separated by column chromatography on silica gel and fully spectroscopically characterized. View Full-Text
Keywords: oxetanes; diols; diastereoisomers; cyclization reactions; NMR; heterocycles oxetanes; diols; diastereoisomers; cyclization reactions; NMR; heterocycles
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MDPI and ACS Style

Perna, F.M.; Vitale, P.; Summa, S.; Capriati, V. 2-(tert-Butyl)-4-phenyloxetane. Molbank 2017, 2017, M930.

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