Chemical Synthesis Laboratory@Biopolis, Institute of Chemical and Engineering Sciences, Agency for Science, Technology and Research, 11 Biopolis Way, The Helios Block, #03-08, Singapore 138667.
J Am Chem Soc. 2010 Mar 24;132(11):3815-8. doi: 10.1021/ja9093988.
Echinopines A and B [(+)-1 and (+)-2], two naturally occurring compounds characterized with a unique [3.5.5.7] carbon framework, have been synthesized in both enantiomeric and racemic forms. Their total synthesis involves a novel intramolecular rhodium-catalyzed cyclopropanation (4 --> 16) and a samarium diiodide-mediated ring closure (3 --> 37).
穿心莲内酯 A 和 B [(+)-1 和 (+)-2],两种具有独特 [3.5.5.7] 碳骨架的天然化合物,已以对映异构体和外消旋体形式合成。它们的全合成涉及新颖的分子内铑催化环丙烷化 (4 --> 16) 和钐二碘化物介导的环闭合 (3 --> 37)。