Phenylaziridine as a 1,3-dipole. Application to the synthesis of functionalized pyrrolidines

Authors
Ungureanu, I Bologa, C Chayer, S Mann, A
Citation
I. Ungureanu et al., Phenylaziridine as a 1,3-dipole. Application to the synthesis of functionalized pyrrolidines, TETRAHEDR L, 40(29), 1999, pp. 5315-5318
Citations number
21
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
29
Year of publication
1999
Pages
5315 - 5318
Database
ISI
SICI code
0040-4039(19990716)40:29<5315:PAA1AT>2.0.ZU;2-Q
Abstract
Phenylaziridine 1 in the presence of an appropriate Lewis acid reacts as a 1,3-dipole. The cyclocondensation of 1 with DHP in the presence of BF3. Et2 O produced the azaoxa[3.2.0] cycloadducts 4a-4b. The reactivity of the corr esponding N-tosyliminium ions was explored. (C) 1999 Elsevier Science Ltd. All rights reserved.