SYNTHESIS OF 2-AZABICYCLO[3.3.1]NONANES BY MEANS OF (CARBAMOYL)DICHLOROMETHYL RADICAL CYCLIZATION

Authors
QUIRANTE J ESCOLANO C MASSOT M BONJOCH J
Citation
J. Quirante et al., SYNTHESIS OF 2-AZABICYCLO[3.3.1]NONANES BY MEANS OF (CARBAMOYL)DICHLOROMETHYL RADICAL CYCLIZATION, Tetrahedron, 53(4), 1997, pp. 1391-1402
Citations number
65
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
4
Year of publication
1997
Pages
1391 - 1402
Database
ISI
SICI code
0040-4020(1997)53:4<1391:SO2BMO>2.0.ZU;2-6
Abstract
A new procedure for the synthesis of 2-azabicyclo[3.3.1]nonanes by int ramolecular carboradical cyclization of 4-(trichloroacetamido)cyclohex enes substituted with an electron withdrawing substituent (ester or ni trile) is described. The procedure allows the preparation of synthetic ally interesting azabicyclos 14 and 15 in nearly 70% yield. (C) 1997, Elsevier Science Ltd.