Rahman S M, Ohno H, Murata T, Yoshino H, Satoh N, Murakami K, Patra D, Iwata C, Maezaki N, Tanaka T
Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamadaoka, Suita, Osaka 565-0871, Japan.
Org Lett. 2001 Feb 22;3(4):619-21. doi: 10.1021/ol007059v.
[reaction: see text] The first total synthesis of (+/-)-scopadulin was accomplished by a stereoselective construction of a quaternary carbon at C-4, conversion of the hindered cyano group to a methyl group via our novel reaction for conversion of primary aliphatic amines into alcohols, and a highly chemo- and stereoselective methylation at C-16.
[反应:见正文] (±)-东莨菪素的首次全合成是通过在C-4处立体选择性构建季碳、经由我们将伯脂肪胺转化为醇的新型反应将受阻氰基转化为甲基以及在C-16处进行高度化学和立体选择性甲基化来完成的。