Diels Alder Reaction Essay - apologise, but
Get e-Alerts Abstract Although gem-diborylalkenes are known to be among the most valuable reagents in modern organic synthesis, providing a rapid access to a wide array of transformations, including the construction of C—C and C-heteroatom bonds, their use as dienophile-reactive groups has been rare. Herein we report the Diels—Alder DA reaction of unsymmetrical gem-diborylalkenes. These reactions provide a general and efficient method for the stereoselective conversion of gem-diborylalkenes to rapidly access 1,1-bisborylcyclohexenes. Using the same DA reaction manifold with borylated-dienes and gem-diborylalkenes, we also developed a concise, highly regioselective synthesis of 1,1,2-tris- and 1,1,3,4-tetrakis boronates cyclohexenes, a family of compounds that currently lack efficient synthetic access. Furthermore, DFT calculations provided insight into the underlying factors that control the chemo-, regio-, and stereoselectivity of these DA reactions. This method also provides stereodivergent syntheses of gem-diborylnorbornenes.Diels Alder Reaction Essay Video
Chem 334: Diels-Alder Reaction Diels Alder Reaction Essay
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