5195-20-0Relevant academic research and scientific papers
Scope and mechanism in palladium-catalyzed isomerizations of highly substituted allylic, homoallylic, and alkenyl alcohols
Larionov, Evgeny,Lin, Luqing,Gune, Laure,Mazet, Clment
, p. 16882 - 16894 (2015/01/09)
Herein we report the palladium-catalyzed isomerization of highly substituted allylic alcohols and alkenyl alcohols by means of a single catalytic system. The operationally simple reaction protocol is applicable to a broad range of substrates and displays a wide functional group tolerance, and the products are usually isolated in high chemical yield. Experimental and computational mechanistic investigations provide complementary and converging evidence for a chain-walking process consisting of repeated migratory insertion/β-H elimination sequences. Interestingly, the catalyst does not dissociate from the substrate in the isomerization of allylic alcohols, whereas it disengages during the isomerization of alkenyl alcohols when additional substituents are present on the alkyl chain.
Free radical-promoted conjugate addition of activated bromo compounds using titanocene(III) chloride as the radical initiator
Mandal, Samir Kumar,Jana, Samaraesh,Roy, Subhas Chandra
, p. 6115 - 6117 (2007/10/03)
Free radical-promoted conjugate addition of activated bromo compounds to α,β-unsaturated ketones and reactive α,β-unsaturated esters has been described using titanocene(III) chloride (Cp2TiCl) as the radical initiator. Cp2TiCl was prepared in situ from commercially available Cp2TiCl2 and activated zinc dust in THF.
General Approach to Highly Functionalized Benzylic Organometallics of Zinc and Copper
Berk, Scott C.,Knochel, Paul,Yeh, Ming Chang P.
, p. 5789 - 5791 (2007/10/02)
A general synthesis of highly functionalized benzylic zinc organometallics is described.The corresponding copper derivatives, formed by a transmetalation with CuCN*2LiCl, react in high yields with allylic halides, enones, acyl chlorides, and aldehydes.
