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Determination by NMR methods of the structure and stereochemistry of astellatol, a new and unusual sesterterpene
Author(s) -
Sadler Ian H.,
Simpson Thomas J.
Publication year - 1992
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1260301307
Subject(s) - homonuclear molecule , chemistry , stereochemistry , carbon skeleton , carbon 13 nmr , two dimensional nuclear magnetic resonance spectroscopy , spectrum (functional analysis) , proton nmr , molecule , organic chemistry , physics , quantum mechanics
The full structure of astellatol, a new complex sesterterpene isolated from Aspergillus variecolor , was determined solely by the use of one‐ and two‐dimensional NMR techniques. The carbon skeleton was deduced from a two‐dimensional INADEQUATE spectrum, and the proton shifts were deduced from a two‐dimensional CH correlation (HMQC) experiment. Analysis of a two‐dimensional proton DQFCOSY spectrum and a series of homonuclear NOE difference spectra allowed the determination of the full stereochemistry.