Synthesis of Functionalized Spirocyclic Oxetanes through Paterno-Buchi Reactions of Cyclic Ketones and Maleic Acid Derivatives

Weronika Michalska, Nathan Halcovitch, Susannah Coote

Research output: Contribution to journalArticlepeer-review

5 Citations (SciVal)

Abstract

A telescoped three-step sequence to functionalised spirocyclic oxetanes is reported, involving Paternò–Büchi reactions between maleic acid derivatives and cyclic ketones. p-Xylene suppresses the competing alkene dimerization that has plagued previous work, allowing access to 35 novel spirocyclic oxetanes that cannot be prepared using existing methodologies, and which represent versatile intermediates for further elaboration.
Original languageEnglish
Pages (from-to)784-787
Number of pages4
JournalChemical communications (Cambridge, England)
Volume59
Issue number6
Early online date20 Dec 2022
DOIs
Publication statusPublished - 18 Jan 2023

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