1476028-71-3Relevant articles and documents
Total syntheses of (+)-valiolamine and (-)-1-epi-valiolamine from naturally abundant (-)-shikimic acid
Quan, Na,Nie, Liang-Deng,Zhu, Rui-Heng,Shi, Xiao-Xin,Ding, Wei,Lu, Xia
, p. 6389 - 6396 (2013/10/21)
Total syntheses of (+)-valiolamine (1) and (-)-1-epi-valiolamine (2) from the naturally abundant (-)-shikimic acid are described. Ethyl 3-epi-5-O-methylsulfonyl-shikimate (3), as the key common intermediate, was first synthesized in five steps in 74 % overall yield, and then converted into the targets 1 and 2 in seven steps in 48 and 41 % overall yield, respectively. Copyright