First synthesis of (±)-myristicyclin A

Bioscience, Biotechnology, and Biochemistry
Shinichiro KuboHirosato Takikawa

Abstract

The first synthesis of myristicyclin A, which was isolated from the Papua New Guinean plant Horsfieldia spicata, is described. The synthesis features acid-mediated hydroarylation reaction to form a dihydrocoumarin moiety, construction of the 2,8-dioxabicyclo[3.3.1]nonane skeleton under acidic conditions, and regioselective Friedel-Crafts acylation at a later stage.

References

Jun 1, 1996·Microbiological Reviews·S R MeshnickS Kamchonwongpaisan
Mar 25, 2005·The Journal of Organic Chemistry·Kelin LiJon A Tunge

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Methods Mentioned

BETA
acylation

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