1437710-20-7Relevant articles and documents
Stereoselective synthesis of tetrasubstituted olefins through a halogen-induced 1,2-silyl migration
Barczak, Nicholas T.,Rooke, Douglas A.,Menard, Zachary A.,Ferreira, Eric M.
, p. 7579 - 7582 (2013)
Migrating through Si valley: The highly stereoselective formation of α-silyl-β- haloenones by way of silicon group migration is described. Electrophilic activation of the alkyne by N-halosuccinimides induced an anti-selective migration to give highly substituted enones (see scheme). These enone products can be readily converted to the all-carbon tetrasubstituted alkenes while maintaining their geometry. Copyright
Enantioselective synthesis and cross-coupling of tertiary propargylic boronic esters using lithiation-borylation of propargylic carbamates
Partridge, Benjamin M.,Chausset-Boissarie, Laetitia,Burns, Matthew,Pulis, Alexander P.,Aggarwal, Varinder K.
, p. 11795 - 11799 (2013/01/15)
Lithiation-borylation of propargylic carbamates leads to tertiary propargylic boronic esters in very high e.r., provided that ethylene glycol boronic esters are used. These versatile intermediates undergo a range of highly stereoselective transformations, including protodeboronation to give tertiary allenes and Suzuki-Miyaura cross-couplings of tertiary boron species leading to tetrasubstituted allenes with high enantiospecificity. Copyright