Domino-hydroformylation-allylboration-hydroformylation for the synthesis of trans-2-alkylpiperidin-3-ols

Citation
Rw. Hoffmann et al., Domino-hydroformylation-allylboration-hydroformylation for the synthesis of trans-2-alkylpiperidin-3-ols, HETEROCYCLE, 52(1), 2000, pp. 121-124
Citations number
31
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
52
Issue
1
Year of publication
2000
Pages
121 - 124
Database
ISI
SICI code
0385-5414(20000101)52:1<121:DFTSO>2.0.ZU;2-O
Abstract
Hydroformylation of an N-allyl-gamma-amidoallylboronate (7d) generates a fo rmyl function which allows intramolecular allylboration to proceed to give a vinylpiperidinol (11). The latter is again hydroformylated under the reac tion conditions to furnish an oxa-aza-decalin ring system (12).