119999-30-3Relevant articles and documents
Radical trans-Hydroboration of Alkynes with N-Heterocyclic Carbene Boranes
Shimoi, Masaki,Watanabe, Takashi,Maeda, Katsuhiro,Curran, Dennis P.,Taniguchi, Tsuyoshi
, p. 9485 - 9490 (2018)
Hydroboration of internal alkynes with N-heterocyclic carbene boranes (NHC-boranes) occurs to provide stable NHC (E)-alkenylboranes upon thermolysis in the presence of di-tert-butyl peroxide. The E isomer results from an unusual trans-hydroboration, and the E/Z selectivity is typically high (90:10 or greater). Evidence suggests that this hydroboration occurs by a radical-chain reaction involving addition of an NHC-boryl radical to an alkyne to give a β-NHC-borylalkenyl radical. Ensuing hydrogen abstraction from the starting NHC-borane provides the product and returns the starting NHC-boryl radical. Experiments suggest that the observed trans-selectivity results from kinetic control in the hydrogen-transfer reaction.
Effect of structural modifications in the C7-C11 region of the retinoid skeleton on biological activity in a series of aromatic retinoids
Dawson,Hobbs,Derdzinski,Chao,Frenking,Loew,Jetten,Napoli,Williams,Sani,Wille Jr.,Schiff
, p. 1504 - 1517 (2007/10/02)
A series of conformationally restricted analogues of (E)-4-[2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)propent yl]benzoic acid - (E)-4-[1-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphtalenyl)-2-propt enyl]benzoic acid, (E)-4-[3-(5,6,7,8-tet