Lewis acid induced synthetic equivalents of imines and iminium ions - 11. Addition of 1-Boc-2-tert-butyldimethylsilyloxypyrrole to N-methyleneamine equivalents: Synthesis of 1-Boc-5-aminomethyl-2,5-dihydropyrrol-2-ones and 1-Boc-2-oxo-1,7,9-triazaspiro[4,5]dec-3-enes

Authors
Ha, HJ Suh, JM Ahn, YG Dong, Y Yun, H
Citation
Hj. Ha et al., Lewis acid induced synthetic equivalents of imines and iminium ions - 11. Addition of 1-Boc-2-tert-butyldimethylsilyloxypyrrole to N-methyleneamine equivalents: Synthesis of 1-Boc-5-aminomethyl-2,5-dihydropyrrol-2-ones and 1-Boc-2-oxo-1,7,9-triazaspiro[4,5]dec-3-enes, HETEROCYCLE, 50(1), 1999, pp. 203-214
Citations number
30
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
50
Issue
1
Year of publication
1999
Pages
203 - 214
Database
ISI
SICI code
0385-5414(19990101)50:1<203:LAISEO>2.0.ZU;2-A
Abstract
N-Methyleneamine equivalents generated from 1,3,5-triphenylhexahydro-1,3,5- triazines or N-methoxymethylanilines reacted with 1-Boc-2-tert-butyldimethy lsilyloxypyrrole to give 1-Boc-5-anilinomethyl-2,5-dihydropyrrol-2-ones. Ho wever, the same reaction from 1,3,5-trialkylhexahydro-1,3,5-triazines yield ed unexpected product of 1-Boc-7,9-dialkyl-2-oxo-1,7,9-triazaspiro[4,5]dec- 3-enes.