613666-93-6Relevant academic research and scientific papers
An Oxyboration Route to a Single Regioisomer of Borylated Dihydrofurans and Isochromenes
Tu, Kim N.,Gao, Chao,Blum, Suzanne A.
, p. 11204 - 11217 (2018/08/03)
An oxyboration reaction that employs B-O σ bonds as addition partners to C-C π bonds to form borylated dihydrofurans and isochromenes has been developed. By nature of the mechanism, the reaction produces exclusively one borylated regioisomer, in contrast to and/or complementary to alternative routes that produce these borylated heterocycles via C-H activation. Access to the borylative heterocyclization route is demonstrated from alcohols directly or from a hydroboration-oxyboration sequence starting from the corresponding ketone, forming the heterocyclic core and installing the boron in one synthetic step. Catechol boronates were directly used as coupling partners in the in situ Suzuki cross-coupling reactions without transesterification to pinacol boronates.
Studies into diastereoselective D?tz benzannulations for the synthesis of axially chiral biaryls
Anderson, James C.,Cran, John W.,King, N. Paul
, p. 7771 - 7774 (2007/10/03)
A series of racemic chiral ortho substituents on 1-phenylhex-1-yne have been found to control the atroposelective formation of a biaryl from D?tz benzannulation with pentacarbonyl(methoxyphenylmethylene)chromium(0). The results show there is a subtle balance between the chiral ortho substituent controlling atroposelectivity with a dr 3-5:1 and allowing benzannulation to proceed in yields of 44-67%.
