二羟基苯基.pdf

2008 年第 28 卷 有 机 化 学 Vol. 28, 2008 第 5 期, 918～921 Chinese Journal of Organic Chemistry No. 5, 918～921 ·研究简报· 天然产物 1,3-二-(2-羟基-4- 甲氧基苯基)丙烷和 1,3-二-(2,4-二羟基苯基)丙烷的合成 杨金会*,a 孟丽聪a,b (a 宁夏大学能源化工自治区重点实验室 银川 750021) (b 唐山学院环境与化学工程系 唐山 063000) 摘要 1,3-二-(2-羟基-4- 甲氧基苯基) 丙烷(1)和 1,3-二-(2,4-二羟基苯基) 丙烷(2) 是从菊叶薯蓣(Dioscorea composita Hemsl.)分离出来的天然产物, 以间苯二酚为起始原料, 分别经甲酰化和乙酰化得到 2,4-二羟基苯甲醛和 2,4-二羟基 乙酮, 然后经选择性地甲基化、甲氧甲基化、羟醛缩合、还原、脱保护等步骤完成了上述两种天然产物的首次全合成. 产物通过 1H NMR, IR, MS 进行了结构确证. 关键词 1,3-二芳基丙烷; 查尔酮; 天然产物; 合成 Syntheses of 1,3-Bis(2-hydroxy-4-methoxyphenyl)propane and 1,3-Bis(2,4-dihydroxyphenyl)propane YANG, Jin-Hui*,a MENG, Li-Conga,b a ( Key Laboratory of Energy Sources and Chemical Engineering of Ningxia, Ningxia University, Yinchuan 750021) (b Department of Environmental Science and Chemical Engineering, Tangshan College, Tangshan 063000) Abstract Two natural products 1,3-bis(2-hydroxy-4-methoxyphenyl)propane (1) and 1,3-bis(2,4-dihydr- oxyphenyl)propane (2), isolated from the dried rhizomes of Dioscorea composita Hemsl ., were first synthe- sized by acylation, methoxymethyl protection or methylation, condensation, catalytic hydrogenation, de- oxygenation and deprotection starting from resorcinol. 2,4-Dihydroxybenzaldehyde and 2,4-dihydroxyace- tophenone were synthesized from resorcinol, which were followed by protection with