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Alkyl-1,6-dioxaspiro[4.5]-decanes — A new class of pheromones

✍ Scribed by W. Francke; G. Hindorf; W. Reith


Publisher
Springer
Year
1979
Tongue
English
Weight
204 KB
Volume
66
Category
Article
ISSN
0028-1042

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Mass-spectrometric fragmentation of alky
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L. gave the gas chromatogram shown below [2]. Using a GC/MS-coupling system (Varian MAT 311A), in addition to nonanone-2, the spiroketals 1-4 could be 9 identified, all of which occurred as pairs of diastereomers [3]. According to [4], authentic samples were prepared for comparison.

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Acid-catalyzed equilibration of spiroketals 5SHp6 and 55Haj3 involves a two stage process whereby the 1,6-dioxaspiro]4.4]nonanes can be equilibrated under mild conditions to a pair of 1,6\_dioxaspiro[45]decanes with preservation of the adjacent C-20 methyl stereocenter. Under more forcing conditions