1,3-DIPOLAR CYCLOADDITIONS OF ALPHA-METHOXYCARBONYLNITRONES IN THE PRESENCE OF EU(FOD)(3)

Authors
TAMURA O MITA N GOTANDA K YAMADA K NAKANO T KATAGIRI R SAKAMOTO M
Citation
O. Tamura et al., 1,3-DIPOLAR CYCLOADDITIONS OF ALPHA-METHOXYCARBONYLNITRONES IN THE PRESENCE OF EU(FOD)(3), Heterocycles, 46, 1997, pp. 95-99
Citations number
39
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
46
Year of publication
1997
Pages
95 - 99
Database
ISI
SICI code
0385-5414(1997)46:<95:1COAIT>2.0.ZU;2-Y
Abstract
1,3-Dipolar cycloadditions of alpha-methoxycarbonylnitrones (1) in the presence of Eu(fod)(3) were investigated. Treatment of the nitrones ( 1) with vinyl ethers (2) in the presence of Eu(fod)(3) caused intermol ecular cycloaddition to give stereoselectively trans-adducts (trans-3) . In contrast, the reactions of the nitrones (1) with allyl alcohols ( 4) under similar conditions induced transesterification and intramolec ular cycloaddition to afford polycyclic products (5).