702-30-7Relevant articles and documents
Cobalt-catalyzed cyclization with the introduction of cyano, acyl and aminoalkyl groups
Hori, Hiroto,Arai, Shigeru,Nishida, Atsushi
supporting information, p. 4783 - 4788 (2019/05/24)
An efficient synthesis of carbo-and heterocycles using CC, CO and CN bonds under cobalt catalysis is described. The substituents on olefins are key for controlling the regio-and chemoselectivity in the initial hydrogen atom transfer step and quaternary carbons are efficiently constructed under mild conditions. Cyclopropane cleavage and tandem cyclization give highly functionalized bicyclic skeletons in a single operation.
The tandem intermolecular Paterno-Buechi reaction: Formation of tetrahydrooxepins
Gan, Chee Yong,Lambert, John N.
, p. 2363 - 2372 (2007/10/03)
The Paterno-Buechi reaction is the [2 + 2] photocycloaddition between carbonyl compounds and electron rich alkenes to generate oxetane products. By the introduction of substituted cyclopropyl rings to the alkene components, the utility of this reaction has been extended to facilitate the synthesis of substituted tetrahydrooxepins. It is proposed that initial addition of oxygen radicals to cyclopropyl enol ethers generates cyclopropylmethyl radicals which, when the cyclopropane ring bears appropriate radical-stabilising groups (e.g. phenyl, CO2Et), undergo rapid fragmentation to form homoallylic 1,7-biradicals which then recombine to deliver the observed tetrahydrooxepin products. The importance of various radical-stabilising substituents on the efficiency of tetrahydrooxepin formation is examined.
