CYCLIZATION OF THE ENE REACTION-PRODUCTS FROM HEXAFLUOROACETONE IMINE- SYNTHESIS OF BIS(TRIFLUOROMETHYL)PYRROLIDINE DERIVATIVES

Authors
SHIMADA T FUJIMOTO A TAKAGI T KOYAMA M ANDO A KUMADAKI I
Citation
T. Shimada et al., CYCLIZATION OF THE ENE REACTION-PRODUCTS FROM HEXAFLUOROACETONE IMINE- SYNTHESIS OF BIS(TRIFLUOROMETHYL)PYRROLIDINE DERIVATIVES, Heterocycles, 40(2), 1995, pp. 753-756
Citations number
3
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
40
Issue
2
Year of publication
1995
Pages
753 - 756
Database
ISI
SICI code
0385-5414(1995)40:2<753:COTERF>2.0.ZU;2-M
Abstract
N-Tosylhexafluoroacetone imine reacted as a good enophile with ene com ponents to give alpha,alpha-bis(trifluoromethyl)homoallylamine derivat ives. Cyclization of the ene reaction products in the presence of p-to luenesulfonic acid gave alpha,alpha-bis(trifluoromethyl)pyrrolidine de rivatives, when the delta position of the homoallylamino group was sub stituted with an aromatic ring, while no reaction occurred, when subst ituted with an alkyl group.