Issue 8, 1989

Absolute stereochemistry of the novel dioxaspiro diterpenoids strictanonic and grindelistrictic acids. Stereoselective synthesis of strictanonic acid methyl ester and its C-6 epimer

Abstract

The stereoselective synthesis of (+)-strictanonic acid methyl ester (2b) and its C-6 epimer from a common chiral intermediate, derived from natural grindelic acid (1a) of known absolute configuration, is described. With the aid of one- and two-dimensional multipulse n.m.r. techniques, the complete stereochemistry of strictanonic acid and that of C-9 of the related bisnorditerpene grindelistrictic acid (6a) was established.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1989, 1393-1399

Absolute stereochemistry of the novel dioxaspiro diterpenoids strictanonic and grindelistrictic acids. Stereoselective synthesis of strictanonic acid methyl ester and its C-6 epimer

M. González-Sierra, A. C. Olivieri, M. I. Colombo and E. A. Rúveda, J. Chem. Soc., Perkin Trans. 1, 1989, 1393 DOI: 10.1039/P19890001393

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