Absolute Configuration of the Fungal Metabolite Spirolaxine | Zendy

Bava Adriana | Zendy; Clericuzio Marco | Zendy; Giannini Giuseppe | Zendy; Malpezzi Luciana | Zendy; Valdo Meille Stefano | Zendy; Nasini Gianluca | Zendy

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Absolute Configuration of the Fungal Metabolite Spirolaxine

Author(s) -

Bava Adriana,

Clericuzio Marco,

Giannini Giuseppe,

Malpezzi Luciana,

Valdo Meille Stefano,

Nasini Gianluca

Publication year - 2005

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200400902

Subject(s) - chemistry , absolute configuration , phthalide , metabolite , circular dichroism , stereochemistry , vibrational circular dichroism , organic chemistry , biochemistry

The relative stereochemistry of the four stereocentres of spirolaxine 1 , a bioactive 6,5‐spiroacetal phthalide secondary metabolite, was determined through single‐crystal X‐ray analysis. Its absolute configuration was determined by circular dichroism; the experimental spectrum of spirolaxine is in good agreement with that evaluated by means of DeVoe coupled‐oscillator calculations. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)

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