Total synthesis of monosporascone and dihydromonosporascone

K.A. Punch, Matthew Piggott

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)

Abstract

The first total synthesis of monosporascone is presented. The five-step synthesis developed includes a silver acetylide-acid chloride coupling, domino Diels-Alder-retro-Diels-Alder reaction, and an intramolecular Friedel-Crafts acylation, and provides the natural product in 57% yield overall. Selective reduction of monosporascone also afforded the related metabolite dihydromonosporascone. This journal is © the Partner Organisations 2014.
Original languageEnglish
Pages (from-to)2801-2810
JournalOrganic and Biomolecular Chemistry
Volume12
Issue number17
DOIs
Publication statusPublished - 2014

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