Dihydro beyerol

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Dihydro beyerol
Category Others
Catalog number BBF-05595
CAS 82053-71-2
Molecular Weight 322.48
Molecular Formula C20H34O3

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Specification

Synonyms 17-Norkaurane-3,18-diol, 13-(hydroxymethyl)-, (3α,4α,8β,13β)-; 17-Norkaurane-3,18-diol, 13-(hydroxymethyl)-, (3alpha,4alpha,8beta,13beta)-
IUPAC Name ((3R,4R,4aS,6aS,9S,11aR,11bS)-3-hydroxy-4,11b-dimethyldodecahydro-6a,9-methanocyclohepta[a]naphthalene-4,9(1H)-diyl)dimethanol

Reference Reading

1. Total syntheses of dihydro-β-agarofuran natural products
Yusuke Ogura Biosci Biotechnol Biochem. 2022 Jul 22;86(8):985-997. doi: 10.1093/bbb/zbac072.
Dihydro-β-agarofuran (DHβAF) sesquiterpenoids constitute a large family of natural products characterized by a tricyclic architecture comprising trans-decalin and tetrahydrofuran rings, and oxygen functionalities on them. Their pharmacologically and agriculturally important biological properties and intriguing molecular architectures have attracted considerable attention from synthetic organic and medicinal chemists. In 2020, our group achieved a scalable total synthesis of this type of natural product, (-)-isocelorbicol, by developing a highly stereocontrolled protocol, which enabled elaboration to naturally occurring ester derivatives, celafolins B-1, B-2, and B-3. Afterward, the total syntheses of more complex DHβAF sesquiterpenoids, (-)-euonyminol and (-)-euonymine, were reported by 2 research groups via current state-of-the-art methods. This review summarizes the total syntheses of DHβAF natural products from 1979 to 2021.

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