1618099-63-0Relevant academic research and scientific papers
Enantio- and Diastereoselective Cyclopropanation of 1-Alkenylboronates: Synthesis of 1-Boryl-2,3-Disubstituted Cyclopropanes
Carreras, Javier,Caballero, Ana,Pérez, Pedro J.
supporting information, p. 2334 - 2338 (2018/01/05)
A novel, highly enantio- and diastereoselective synthesis of 1-boryl-2,3-disubstituted cyclopropanes has been developed by means of the cyclopropanation of alkenylboronates with ethyl diazoacetate in the presence of catalytic amounts of a chiral copper(I) complex. The products can also be directly accessed from alkynes through an operationally simple, sequential hydroboration–cyclopropanation protocol. The resulting enantioenriched 1-boryl-2,3-disubstituted cyclopropanes are versatile synthetic intermediates that undergo further transformations at the carbon–boron bond.
Ruthenium-catalyzed one-pot synthesis of (E)-(2-arylvinyl)boronates through an isomerization/cross-metathesis sequence from allyl-substituted aromatics
Hemelaere, Remy,Caijo, Frederic,Mauduit, Marc,Carreaux, Francois,Carboni, Bertrand
supporting information, p. 3328 - 3333 (2014/06/09)
We described the efficient preparation of (E)-(2-arylvinyl)boronates from allylbenzene derivatives on the basis of an isomerization/cross-metathesis sequence catalyzed by a modified Hoveyda-Grubbs catalyst. The implementation of the experimental procedure was simple and compatible with a large variety of substrates. This methodology provides a new chemical transformation not described to date. Allyl-substituted aromatics can thus be converted into diversely functionalized compounds, such as (E)-stilbene derivatives or (E)-vinyl azides, in only two steps. Copyright
