
Tetrahedron Letters p. 8817 - 8820 (1995)
Update date:2022-08-04
Topics:
Matsumoto, Masakatsu
Shiono, Tamaki
Kasuga, Noriko C.
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 no longer possess any π-acceptor at the 7-position. The present results clarify that two methoxyl groups as the π donors at the 3,4-position stabilize the NCD structure.
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Doi:10.1021/ic950272g
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