In:
Synthesis, Georg Thieme Verlag KG, Vol. 50, No. 21 ( 2018-11), p. 4263-4269
Abstract:
A novel retro-ene reaction via a [4.4.3]propellane intermediate containing a quaternary ammonium linkage was developed. The feature of this acetic anhydride mediated rearrangement includes the elimination of an acetoxy group at the C14 position and subsequent intramolecular nucleophilic addition of a nitrogen functional group to form an isolable ammonium salt intermediate. We clarified the reaction mechanism utilizing the deuterated derivative.
Type of Medium:
Online Resource
ISSN:
0039-7881
,
1437-210X
DOI:
10.1055/s-0036-1589138
Language:
English
Publisher:
Georg Thieme Verlag KG
Publication Date:
2018
detail.hit.zdb_id:
204080-3
detail.hit.zdb_id:
2033062-5
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