79239-08-0Relevant academic research and scientific papers
Hydroalkenylation: Palladium catalyzed co-dimerization of unactivated alkenes
Zargari, Nima,De Prevoisin, Gilles,Kim, Yeseul,Kaneshiro, Kelly,Runburg, Riley,Park, Jiwon,LaCroix, Kelsey,Narain, Reshma,Lee, Byung Do,Lee, Joo Ho,Jung, Kyung Woon
, p. 815 - 818 (2016)
A highly efficient co-dimerization of styrene and cyclopentene was developed in the presence of palladium and a BF3 source, selectively forming a new C-C bond. The complex [Pd(PPh3)2]+BF4-
Transition-Metal-Free Stereospecific Cross-Coupling with Alkenylboronic Acids as Nucleophiles
Li, Chengxi,Zhang, Yuanyuan,Sun, Qi,Gu, Tongnian,Peng, Henian,Tang, Wenjun
supporting information, p. 10774 - 10777 (2016/09/09)
We herein report a transition-metal-free cross-coupling between secondary alkyl halides/mesylates and aryl/alkenylboronic acid, providing expedited access to a series of nonchiral/chiral coupling products in moderate to good yields. Stereospecific SN2-type coupling is developed for the first time with alkenylboronic acids as pure nucleophiles, offering an attractive alternative to the stereospecific transition-metal-catalyzed C(sp2)-C(sp3) cross-coupling.
Intermolecular dehydrative coupling reaction of aryl ketones with cyclic alkenes catalyzed by a well-defined cationic ruthenium-hydride complex: A novel ketone olefination method via vinyl C-H bond activation
Yi, Chae S.,Lee, Do W.
scheme or table, p. 1883 - 1885 (2010/06/14)
The cationic ruthenium-hydride complex [(η6-C 6H6)(PCy3)(CO)RuH]+BF 4- was found to be a highly effective catalyst for the intermolecular olefination reaction of aryl ketones with cycloalkenes. The preliminary mechanistic analysis revealed that an electrophilic ruthenium-vinyl complex is the key species for mediating both vinyl C-H bond activation and the dehydrative olefination steps of the coupling reaction.
Carbonium Ion Rearrangements Controlled by the Presence of a Silyl Group
Fleming, Ian,Patel, Shailesh K.,Urch, Christopher J.
, p. 115 - 124 (2007/10/02)
γ-Silyl tertiary alcohols rearrange in protic acid with 1,2-shift of hydride, phenyl, or alkyl groups, and loss of the silyl group to give alkenes.The placing of the silyl group thus controls the carbonium ion rearrangement in a preparatively useful way.Methoxycarbonyl groups do not migrate; instead, cyclopropanes are formed, except when the conformation suitable for cyclopropane formation is unattainable.When the alkene product is 2,2-disubstituted, it can be reprotonated under the reaction conditions and does not therefore always survive.This can be avoided by carrying out the reaction using a Lewis acid on the silyl ether.The starting γ-silyl alcohols are prepared by a variety of versatile methods.
CARBONIUM ION REARRANGEMENTS CONTROLLED BY THE PRESENCE OF A SILYL GROUP
Fleming, Ian,Patel, Shailesh K.
, p. 2321 - 2324 (2007/10/02)
Tertiary alcohols with a γ-silyl group (3) generally undergo a simple carbonium ion rearrangement in acid giving a single alkene product (4) with loss of the silyl group.
