Eliminierungsreaktionen an Kationen in Gasphase II Essigsäureeliminierung aus Androstanylacetaten | Zendy

Robbiani Richard | Zendy; Seibl Josef | Zendy

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Eliminierungsreaktionen an Kationen in Gasphase II Essigsäureeliminierung aus Androstanylacetaten

Author(s) -

Robbiani Richard,

Seibl Josef

Publication year - 1974

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.19740570320

Subject(s) - chemistry , acetic acid , metastability , alcohol , ion , labelling , stereochemistry , ethanol , elimination reaction , medicinal chemistry , computational chemistry , organic chemistry , biochemistry

Elimination of acetic acid from the molecular ions of the epimeric androstanylacetates is investigated applying specific 2 H‐labelling and analysis of metastable transitions. Only 17β‐androstanylacetate eliminates acetic acid in a 1,2‐fashion to an extent of 16%. This contribution is shown to be a specific cis ‐elimination and after comparison with water‐elimination in the corresponding alcohol a McLafferty type mechanism is attributed, which then appears to require a planar transition state.

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