通过吡喃苯炔与呋喃的狄尔斯-阿尔德反应合成一种天然色烯醌。
Synthesis of a natural chromenoquinone via the Diels-Alder reaction of pyranobenzyne and furan.
作者信息
Katakawa Kazuaki, Sato Ayaka, Iwasaki Mari, Horikawa Tomofumi, Kumamoto Takuya
机构信息
Department of Synthetic Organic Chemistry, Research Institute of Pharmaceutical Sciences, Musashino University.
出版信息
Chem Pharm Bull (Tokyo). 2014;62(8):820-3. doi: 10.1248/cpb.c14-00228.
PMID:25087635
Abstract
We describe the total synthesis of angular chromenoquinone 1 isolated from Conospermum plants. Iodophenol, a precursor of pyranobenzyne, was prepared by Claisen rearrangement of an iodoresorcinol derivative. Diels-Alder reaction of the pyranobenzyne and a substituted furan proceeded in low regioselectivity to afford desired 1 and its regioisomer.
摘要
我们描述了从锥果檀属植物中分离得到的角型色满醌1的全合成。碘苯酚作为吡喃苯炔的前体，通过碘间苯二酚衍生物的克莱森重排制备。吡喃苯炔与取代呋喃的狄尔斯-阿尔德反应区域选择性较低，得到所需的1及其区域异构体。
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