Issue 0, 1984

Structures and conformations of (–)-isobicyclogermacrenal and (–)-lepidozenal, two key sesquiterpenoids of the cis- and trans-10,3-bicyclic ring systems, from the liverwort Lepidozia vitrea : X-ray crystal structure analysis of the hydroxy derivative of (–)-isobicyclogermacrenal

Abstract

The structures and absolute configurations of the two sesquiterpene aldehydes, (–)-isobicyclogermacrenal (1) and (–)-lepidozenal (2), which were isolated from the liverwort Lepidozia vitrea, have been determined on the basis of chemical and spectroscopic evidence to be (6R,7S)-6,11-cyclogermacra-1(10)-E,4E-dien-14-al and (6R,7S)-lepidoza-1 (10)E,4E-dien-14-al, consisting of the cis- and trans-10,3-bicyclic ring systems. The structure of the former (1) has been confirmed by a single-crystal X-ray analysis of its hydroxy derivative (7). The molecular conformations, biogenetical features, and biological activity are also described.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1984, 203-214

Structures and conformations of (–)-isobicyclogermacrenal and (–)-lepidozenal, two key sesquiterpenoids of the cis- and trans-10,3-bicyclic ring systems, from the liverwort Lepidozia vitrea : X-ray crystal structure analysis of the hydroxy derivative of (–)-isobicyclogermacrenal

A. Matsuo, H. Nozaki, N. Kubota, S. Uto and M. Nakayama, J. Chem. Soc., Perkin Trans. 1, 1984, 203 DOI: 10.1039/P19840000203

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