ArticleOrganic letters2021
Ring Expansion of 1-Indanones to 2-Halo-1-naphthols as an Entry Point to Gilvocarcin Natural Products.
Article in Organic letters, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.
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Who cites it
4 citing papers in PubMed.
- Evolution of a Strategy for the Total Synthesis of theChemistryEurope · 2025Article
- Total Synthesis of Ganoapplanin Enabled by a Radical Addition/Aldol Reaction Cascade.Journal of the American Chemical Society · 2024Article
- Synthesis of the Tetracyclic Spiro-naphthoquinone Chartspiroton.Organic letters · 2024Article
- Total Synthesis of the Dihydrooxepine-Spiroisoxazoline Natural Product Psammaplysin A.Journal of the American Chemical Society · 2022Article
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Authors and funding
3 authors.
Funding
Abstract
Herein, we describe a two-step ring expansion of 1-indanones to afford 2-chloro/bromo-1-naphthols (32 examples). The developed method shows broad functional group tolerance, benefits from mild reaction conditions, and enables rapid access to the tetracyclic core of gilvocarcin natural products. The orthogonally functionalized products allow for selective postmodifications as exemplified in the total synthesis of defucogilvocarcin M. For the selective oxidation of the chromene, a mild and regioselective oxidation protocol (DDQ and TBHP) was developed.
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