Masayuki Sato, Takeshi Suzuki, H. Morisawa
Sep 25, 1987
Citations
0
Influential Citations
15
Citations
Journal
Chemical & Pharmaceutical Bulletin
Abstract
2-Cyano-1, 2-dihydrocyclobuta [a] naphthalene was synthesized from 2-methoxynaphthalene via photoaddition to acrylonitrile followed by base treatment. The 4+2 cycloaddition of this compound to a variety of olefins by an application of the so-called benzocyclobutene method was examined and the regioselectivity and electron demand in these reactions were clarified. Construction of 12, 13, 14, 15, 16, 17-hexahydro-11H-cyclopenta [a] phenanthrene derivatives having a basic A, B-ring-aromatized steroid skeleton from this naphthocyclobutene through either inter- or intramolecular 4+2 cycloaddition is also reported.