A New Co2(CO)8-Mediated Tandem [5 + 1]/[2 + 2 + 1]-Cycloaddition Reaction: A One-Pot Synthesis of Tricyclic δ-Lactones from cis-Epoxy Ene-ynes
- 18 July 2003
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 125 (32) , 9610-9611
- https://doi.org/10.1021/ja0346633
Abstract
In the presence of Co2(CO)8 and CO, cis-epoxyalkynes bearing a tether olefin undergo a tandem [5 + 1]/[2 + 2 + 1]-cycloaddition to give tricyclic δ-lactones efficiently in a one-pot operation. The reaction mechanism is proposed to involve a cobalt-coordinated cyclic allene species.Keywords
This publication has 16 references indexed in Scilit:
- Ru3(CO)12-Catalyzed Intermolecular Cyclocoupling of Ketones, Alkenes or Alkynes, and Carbon Monoxide. [2 + 2 + 1] Cycloaddition Strategy for the Synthesis of Functionalized γ-ButyrolactonesJournal of the American Chemical Society, 2000
- A Short Synthesis of the Potent Antitumor Agent (±)-Hydroxymethylacylfulvene Using an Allenic Pauson-Khand Type CycloadditionJournal of the American Chemical Society, 1999
- Intramolecular Cyclizations via Carbenoid Intermediates in Complexation of Alkynyltungsten Compounds with Co2(CO)8: A New Route to the Pauson−Khand ReactionJournal of the American Chemical Society, 1999
- Rhodium-Catalyzed Intramolecular Pauson-Khand ReactionChemistry Letters, 1998
- First Ruthenium-Catalyzed Intramolecular Pauson−Khand ReactionJournal of the American Chemical Society, 1997
- Ru3(CO)12-Catalyzed Cyclocarbonylation of 1,6-Enynes to Bicyclo[3.3.0]octenonesThe Journal of Organic Chemistry, 1997
- Highly Enantioselective Catalytic Pauson−Khand Type Formation of Bicyclic CyclopentenonesJournal of the American Chemical Society, 1996
- (Indenyl)cobalt(I)-Catalyzed Cocyclization of Alkyne, Alkene, and Carbon Monoxide to CyclopentenonesJournal of the American Chemical Society, 1994
- Palladium-catalyzed, polyene cyclizationsPure and Applied Chemistry, 1992
- A palladium-catalyzed zipper reactionJournal of the American Chemical Society, 1991