title: Total synthesis of echinopines A and B: exploiting a bioinspired late-stage intramolecular cyclopropanation.
abstract: Total synthesis of echinopine A and B have been accomplished, based on a strategy that involved two transition-metal-mediated ene-yne cycloisomerizations. A modified Pd-catalyzed enyne cycloisomerization/intramolecular Diels-Alder cascade rendered a more streamlined synthesis of tricyclic ketone 15, and a Ru-catalyzed ene-yne cycloisomerization/cyclopropanation resembled the late-stage [5/7] → [3/5/5/7] ring-forming sequence in the proposed biosynthetic pathway.
authors: Chemical Synthesis Laboratory@Biopolis, Institute of Chemical and Engineering Sciences (ICES), Agency for Science, Technology and Research (A*STAR), 11 Biopolis Way, The Helios Block, #03-08, Singapore 138667.
authors: Philippe A
authors: PA
authors: Peixoto
authors: Jean-Alexandre
authors: JA
authors: Richard
authors: Rene
authors: R
authors: Severin
authors: David Y-K
authors: DY
authors: Chen
mesh_terms: D003500:Cyclization; D007536:Isomerism; D015394:Molecular Structure; D012717:Sesquiterpenes / Q000138:chemical synthesis*
chemical_list: D012717:Sesquiterpenes; C527602:echinopine A; C527604:echinopine B