Synthesis of angularly and linearly fused triquinanes via the common intramolecular Diels-Alder adduct of a masked o-benzoquinone
作者:Jenn-Tsang Hwang、Chun-Chen Liao
DOI:10.1016/0040-4039(91)80227-w
日期:1991.11
catechol derivative 1 via a common masked o-benzoquinone 4 in 12 and 13 steps respectively. Intramolecular Diels-Alder reaction, photochemical oxa-di-π-methane rearrangement, and reductive ring opening of cyclopropyl ketone with SmI2 were the key steps.
由邻苯二酚衍生物1通过共同的掩蔽的邻苯并醌4分别以12和13个步骤合成了角和线性稠合的三喹烷10和15。关键的步骤是分子内Diels-Alder反应,光化学的oxa-di-π-甲烷重排以及环丙基酮与SmI 2的还原性开环。