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  • First asymmetric total syntheses and determination of absolute configurations of (+)-eudesmadiene-12,6-olide and (+)-frullanolide.

First asymmetric total syntheses and determination of absolute configurations of (+)-eudesmadiene-12,6-olide and (+)-frullanolide.

Organic letters (2013-03-15)
Yu-Yu Chou, Chun-Chen Liao
ABSTRACT

The first asymmetric total syntheses of sesquiterpene lactones (+)-eudesmadiene-12,6-olide (1) and (+)-frullanolide (2) have been accomplished from 4-bromo-2-methoxyphenol (5) in 12 and 13 synthetic steps, respectively, and the absolute configurations of these two natural products were determined.

MATERIALS
Product Number
Brand
Product Description

Supelco
Guaiacol, Pharmaceutical Secondary Standard; Certified Reference Material
Sigma-Aldrich
Guaiacol, natural, ≥99%, FG
Sigma-Aldrich
Guaiacol, oxidation indicator