Stereospecific transformation of terpinen-4-ol to dihydropinol

Article abstract of DOI:10.1080/00397919608004590

A simple transformation of terpinen-4-ol (1) to dihydropinol (4) is described. S-Terpinen-4-ol was stereospecifically oxidized with vanadyl diacac to cis-terpinen-4-ol-epoxide (2). Reduction with LiAlD₄ afforded the unexpected 1R-deutero-2S,4S-

Full text of DOI:10.1080/00397919608004590

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Synthetic Communications: An
International Journal for Rapid
Communication of Synthetic
Organic Chemistry
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Stereospecific Transformation
of Terpinen-4-ol to
Dihydropinol
Weiguo Liu a & John P. N. Rosazza b
a Glaxo Wellcome Inc. Research Triangle Park , NC,
27514
b Division of Medicinal and Natural Product
Chemistry , College of Pharmacy, University of
Iowa , Iowa City, IA, 52242
Published online: 21 Aug 2006.
To cite this article: Weiguo Liu & John P. N. Rosazza (1996) Stereospecific
Transformation of Terpinen-4-ol to Dihydropinol, Synthetic Communications: An
International Journal for Rapid Communication of Synthetic Organic Chemistry, 26:14,
2731-2735, DOI: 10.1080/00397919608004590
To link to this article: http://dx.doi.org/10.1080/00397919608004590
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