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(5R*, 9S*)- and (5R*, 9R*)-2,2,9-Trimethyl-1,6-dioxaspiro[4.4]non-3-ene and their Dihydro Derivatives as New Constituents of Geranium Oil

✍ Scribed by Roman Kaiser


Publisher
John Wiley and Sons
Year
1984
Tongue
German
Weight
358 KB
Volume
67
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

(5 R^*^,9__S__^*^)‐ and (5__R__^*^,9__R__^*^)‐2,2,9‐Trimethyl‐1,6‐dioxaspiro [4.4]non‐3‐ene (1a and 1b resp.) and their dihydro derivatives 2a and 2b are described as new constituents of geranium oil. The structures and configurations of 1a, 1b, 2a, and 2b, are based on spectra interpretation and syntheses. Also some other monoterpenoid constituents identified in the same boiling range are discussed.


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The conformation of (1R,2S,4R,5S)-2,4-di
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## Abstract A mixture of stereoisomers of 2,4‐dimethoxybicyclo[3.3.1]nonan‐9‐one was prepared, separated by column chromatography and characterized by 60 MHz ^1^H NMR spectroscopy using Eu(fod)~3~. A double chair conformation with axial methoxyl groups is established for (1__R__,2__S__,4__R__,5__S_