Prins reaction under manganese dioxide control: the synthesis of 6-oxa-2-azabicyclo[3.2.1]octan-4-ones from tetrahydropyridines and formaldehyde

Authors
Soldatenkov, AT Polyanskii, KB Temesgen, AW Soldatova, SA Sergeeva, ND Kolyadina, NM Lobanov, NN
Citation
At. Soldatenkov et al., Prins reaction under manganese dioxide control: the synthesis of 6-oxa-2-azabicyclo[3.2.1]octan-4-ones from tetrahydropyridines and formaldehyde, MENDELEEV C, (1), 2001, pp. 27-29
Citations number
8
Categorie Soggetti
Chemistry
Journal title
MENDELEEV COMMUNICATIONS
ISSN journal
09599436 → ACNP
Issue
1
Year of publication
2001
Pages
27 - 29
Database
ISI
SICI code
0959-9436(200101/02):1<27:PRUMDC>2.0.ZU;2-F
Abstract
The course of the acid-catalysed Prins reaction of tetrahydropyridines 1 wi th formaldehyde, leading to derivatives of piperidinodioxane 4 and 3-oxa-7- azabicyclononanes 5 and 6, is dramatically changed in the presence of manga nese dioxide to give new products, 6-oxa-2-azabicyclo[3.2.1]octan-4-ones 7 and 8.