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Combination of RCM and the Pauson–Khand Reaction: One‐Step Synthesis of Tricyclic Structures
Author(s) -
Rosillo Marta,
Arnáiz Eduardo,
Abdi Delbrin,
BlancoUrgoiti Jaime,
Domínguez Gema,
PérezCastells Javier
Publication year - 2008
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200800332
Subject(s) - chemistry , enyne metathesis , intramolecular force , tricyclic , pauson–khand reaction , heteroatom , alkyne , ring closing metathesis , enyne , metathesis , combinatorial chemistry , stereochemistry , salt metathesis reaction , ring (chemistry) , organic chemistry , catalysis , polymerization , polymer
The combination of ring‐closing metathesis (RCM) followed by an intramolecular Pauson–Khand reaction gives direct entry to tricyclic compounds. The RCM was carried out on a hexacarbonylcobalt‐complexed alkyne, this complex acting as a protecting group against enyne metathesis. The procedure was studied for dienynes containing heteroatoms and allows the building of [6,5,5] and [7,5,5] tricyclic systems. The feasibility of the process depends strongly on the nature of the substrate.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)