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The Dimerization of Precocene I

The Dimerization of Precocene I

Braulio M Fraga, Inmaculada Cabrera

Nat Prod Commun. 2017 May;12(5):691-694.

PMID: 30496677

Abstract:

In an earlier work we reported that treatment of precocene I with Brönsted and Lewis acids produces its oligomerization, giving dimers, trimers, tetramers, etc. Now, in this article we show that bromination of precocene I with phenyltrimethylammonium tribromide (PTT) blocks its oligomerization giving a dibromo- dimer, which was reduced with tri-n-butyl tin hydride affording the same dimer obtained in the reactions with acid, thus avoiding the oligomerization. Additionally, the oxidations of precocene I with Jones reagent afforded the corresponding 3-hydroxy-4-chromanone, 3,4-chromandione, 3,4-diacid, and two dimers.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP17598026	Precocene I		17598-02-6	Price

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