147609-47-0Relevant academic research and scientific papers
Cross-metathesis/isomerization/allylboration sequence for a diastereoselective synthesis of anti-homoallylic alcohols from allylbenzene derivatives and aldehydes
Hemelaere, Rmy,Carreaux, Franois,Carboni, Bertrand
, p. 14518 - 14523 (2014)
We describe a highly diastereoselective approach to anti-homoallylic alcohols from allylbenzene derivatives and aldehydes. The strategy is based on a cross-metathesis/isomerization/allylboration sequence catalyzed successively by ruthenium and iridium. This methodology provides another way to access this class of compounds, which leads to the preparation of hitherto-unknown homoallylic alcohols without the requirement to control the stereochemistry of the 1-alkenyl boronate intermediates. Our study towards an enantioselective version of this sequential reaction is also reported.
Direct synthesis of alkenyl boronic esters from unfunctionalized alkenes: A boryl-heck reaction
Reid, William B.,Spillane, Jesse J.,Krause, Sarah B.,Watson, Donald A.
supporting information, p. 5539 - 5542 (2016/05/24)
We report the first example of a boryl-Heck reaction using an electrophilic boron reagent. This palladium-catalyzed process allows for the conversion of terminal alkenes to trans-alkenyl boronic esters using commercially available catecholchloroborane (catBCl). In situ transesterification allows for rapid access to a variety of boronic esters, amides, and other alkenyl boron adducts.
