76041-89-9Relevant articles and documents
An Intramolecular Iodine-Catalyzed C(sp3)?H Oxidation as a Versatile Tool for the Synthesis of Tetrahydrofurans
Br?se, Stefan,Koch, Vanessa
supporting information, p. 3478 - 3483 (2021/07/22)
The formation of ubiquitous occurring tetrahydrofuran patterns has been extensively investigated in the 1960s as it was one of the first examples of a non-directed remote C?H activation. These approaches suffer from the use of toxic transition metals in overstoichiometric amounts. An attractive metal-free solution for transforming carbon-hydrogen bonds into carbon-oxygen bonds lies in applying economically and ecologically favorable iodine reagents. The presented method involves an intertwined catalytic cycle of a radical chain reaction and an iodine(I/III) redox couple by selectively activating a remote C(sp3)?H bond under visible-light irradiation. The reaction proceeds under mild reaction conditions, is operationally simple and tolerates many functional groups giving fast and easy access to different substituted tetrahydrofurans.
Tellurium/lithium exchange reactions in the synthesis of spiroketals and 1,6-dioxygenated systems
Dos Santos, Alcindo A.,Princival, Jefferson L.,Comasseto, Jo?o V.,de Barros, Simone M.G.,Neto, José E. Brainer
, p. 5167 - 5172 (2008/02/01)
1,4-C,O-dianions have been generated through concomitant acid/base and tellurium/lithium exchange reactions. The di-lithium salts were transmetallated with cerium chloride to the corresponding di-cerium salts and subsequently reacted with lactones and carboxylic acid anhydrides to yield the respective spiroketals. The di-lithium entities were also converted into the corresponding cyanocuprates that add in a 1,4-manner to 2-cyclohexen-1-one to form 1,6-dioxygenated compounds.
SPIROACETALS FROM ACETONE AND OXIRANES - A SIMPLE ROUTE TO OPTICALLY ACTIVE 1,6-DIOXASPIRONONANE-PHEROMONES
Enders, D.,Dahmen, W.,Dederichs, E.,Weuster, P.
, p. 1235 - 1242 (2007/10/02)
A new and efficient synthesis of 1,6-dioxaspirononane-spiroacetals, starting from the simple building blocks acetone and oxiranes is described.
