A biomimetic total synthesis of (+)-ainsliadimer A.
A protecting group free and biomimetic total synthesis of (+)-ainsliadimer A has been accomplished in 14 steps from α-santonin. The synthesis relies on a hydrogen bonding promoted [4 + 2]-hetero-Diels-Alder dimerization to afford the key homodimer intermediate, which demonstrates the feasibility of using nonenzymatic conditions to achieve the proposed biosynthesis.
Li
Chao
C
School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, China.
Yu
Xueliang
X
Lei
Xiaoguang
X
D040761:Biomimetic Materials / Q000138:chemical synthesis*; D006860:Hydrogen Bonding; D007783:Lactones / Q000138:chemical synthesis*; D015394:Molecular Structure; D012717:Sesquiterpenes / Q000138:chemical synthesis*
D007783:Lactones; D012717:Sesquiterpenes; C530462:ainsliadimer A