摘要
在对目标分子SarsolilideA的全合成研究工作中 ,从香叶醇和异丁醛出发 ,分别制备了醛前体 11和磷酸酯前体 18,并以分子间HWE反应实现了两个前体的联接 .利用Sharpless不对称双羟化反应区域选择性地引入了化合物 2 0中的 7,8位双羟基 .经多步转化制得关环前体 5 .利用低价钛参与的McMurry反应实现了十四元西松烷碳环的闭合 ,从而完成了关键中间体化合物 2 3的合成 .
In the total synthesis of Sarsolilide A as a target molecule, the precursors 11 and 18, which were synthesized from geraniol and isobutyraldehyde respectively, were condensed via intermolecular HWE reaction. And the dihydroxyl groups at 7-C and 8-C in compound 20 were regioselectively introduced by Sharpless AD reaction. Subsequent conventional transformations afforded the cyclization precursor 5. The construction of the 14-membered cembranoid carbon ring was realized by low valent titanium induced McMurry reaction, giving compound 23 as the key intermediate.
出处
《化学学报》
SCIE
CAS
CSCD
北大核心
2004年第8期811-817,共7页
Acta Chimica Sinica
