4.4 Article

Concise Total Synthesis of Curvulone B

期刊

SYNLETT
卷 32, 期 7, 页码 685-688

出版社

GEORG THIEME VERLAG KG
DOI: 10.1055/a-1297-6838

关键词

curvulone B; natural products; Mukaiyama-aldol reaction; Friedel-Crafts acylation reaction

资金

  1. Science and Engineering Research Board (SERB), a statutory body of the Department of Science & Technology (DST), New Delhi, Government of India [EMR/2017/002298]

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A concise and stereoselective synthesis of Curvulone B was achieved through utilizing tandem isomerization and C-O/C-C bond-forming reactions under Mukaiyama-type aldol conditions. Other key features of this synthesis include cross-metathesis, epimerization, and Friedel-Crafts acylation.
A concise and convergent stereoselective synthesis of curvulone B is described. The synthesis utilized a tandem isomerization followed by C-O and C-C bond-forming reactions following Mukaiyama-type aldol conditions for the construction of the trans-2,6-disubstituted dihydropyran ring system as the key steps. Other important features of this synthesis are a cross-metathesis, epimerization, and Friedel-Crafts acylation.

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