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Mass spectrometry of kaurene derivatives—I. The mass spectra of some (−)‐kauran‐16‐ols
Author(s) -
Kalinovsky A. I.,
Serebryakov E. P.,
Zolotarev B. M.,
Simolin A. V.,
Kucherov V. F.,
Chizhov O. S.
Publication year - 1970
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210031107
Subject(s) - substituent , epimer , mass spectrum , chemistry , ion , spectral line , mass spectrometry , stereochemistry , ring (chemistry) , physics , organic chemistry , chromatography , astronomy
The mass spectra of nine compounds belonging to the group of (−)‐kauran‐16‐ols are reported. These compounds differ either by stereochemistry at C 16 (I, II) or by the nature of the substituent at C 4 (III to VIII). In all cases the most characteristic ions correspond to a process in which ring D is split off and lost as a C 3 H 6 O fragment. The nature of the substituent R 1 at C 4 can be deduced from such typical ions as [M R 1 ]+ or [M R 1 H 2 O]+. Kauranols epimeric at C 16 show little difference in their mass spectra; the assignment of configuration at this centre may be reliable only when the spectra of both epimers are compared.

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