7-alkyl-7-hydroxymethyl-3,4-dimethoxynorcaradienes: A new type of norcaradiene stabilized by π-donors

Autor: Matsumoto, Masakatsu, Shiono, Tamaki, Kasuga, Noriko C.
Zdroj: Tetrahedron Letters; November 1995, Vol. 36 Issue: 48 p8817-8820, 4p
Abstrakt: Introduction of an alkyl (aralkyl) substituent at the 7-position of 7-ethoxycarbonyl-3,4-dimethoxynorcaradiene (7a) gives fairly stable norcaradienes (NCD) (7b-f). The reduction products (8b-f) of NCD (7b-f) exist mainly as NCD form especially at low temperature, although 8b-f possess no longer any π-acceptor at the 7-position. The present results clarify that two methoxyl groups as the π-donors at the 3,4-positson stabilize the NCD structure.
Databáze: Supplemental Index