SYNTHESIS AND STEREOCHEMISTRY OF 8-METHYL-5-NITRO-1-OCTALONES

Authors
HALASZ J TOTH G KADAS I ARVAI G MIKLO K HAESSNER R
Citation
J. Halasz et al., SYNTHESIS AND STEREOCHEMISTRY OF 8-METHYL-5-NITRO-1-OCTALONES, Monatshefte fuer Chemie, 126(8-9), 1995, pp. 1011-1019
Citations number
10
Categorie Soggetti
Chemistry
Journal title
Monatshefte fuer Chemie → ACNP
ISSN journal
00269247
Volume
126
Issue
8-9
Year of publication
1995
Pages
1011 - 1019
Database
ISI
SICI code
0026-9247(1995)126:8-9<1011:SASO8>2.0.ZU;2-7
Abstract
Base catalyzed Michael addition of 5-nitropentan-2-one ethylene ketal (I) and cyclohex-2-enone (2), subsequent deprotection, and intramolecu lar aldol condensation yields the 8-methyl-5-nitro-1-octalone isomers (5a, b). The structure, relative configuration, and conformation of 5a and 5b were elucidated utilizing the results of H-1 and C-13 NMR inve stigations