124664-61-5Relevant academic research and scientific papers
Organolithiums by reductive lithiation: the catalytic aromatic method versus the use of preformed aromatic radical-anions. Naphthalene can behave as a catalyst or an inhibitor
Yang, Ao,Butela, Heather,Deng, Kai,Doubleday, Mary Dosch,Cohen, Theodore
, p. 6526 - 6535 (2007/10/03)
Two common modes, using aromatic radical-anions for reductive lithiation, the replacement of a C-heteroatom bond with a C-Li bond, have been compared with regard to yield and the mildness of reaction conditions required. It was found that the use of preformed radical-anions generally resulted in higher yields and milder reaction conditions than the 'catalytic' method in which catalytic amounts of the aromatic compound are used and the radical-anion is generated and used in situ. The one apparent exception is N-phenylaziridine, but it is shown that in this case the aromatic compound, naphthalene, is actually an inhibitor rather than a catalyst. Rational mechanistic explanations are given.
BORON ANNULATION IN ORGANIC SYNTHESIS. 4. SILICON EFFECTS WITH TETRASUBSTITUTED OLEFINS
Akers, James A.,Bryson, Thomas A.
, p. 2187 - 2190 (2007/10/02)
Selectivity for hydroboration and boron decalone annulation employing tetrasubstituted olefins is strongly influenced by allylic silicon.
