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Enantiospecific Synthesis of 1,3‐Disubstituted Allenes from Propargylic Carbonates through a Borylation‐1,2‐Elimination Process
The unique reactivity of allenes, quite different to other dienes, along with their relatively high rotational barriers that result in significant configurational stability, makes allenes valuable chiral precursors to build more complex molecules.1 This functional group is present in more than 150 natural products, all of them isolated in enantiopure or enantioenriched form.2 Additionally, a great number of pharmacologically active compounds also contain allene functionalities, like the...
CO2 Hydroboration: Impact of the Boryl Moieties on the Reactivity of Four Bis(boryl)acetal Compounds toward 2,6‐Diisopropylaniline
Abstract The hydroboration of CO2 into bis(boryl)acetal (BBA) compounds is an important transformation, since it enabled to selectively reduce CO2 by 4e- and to subsequently use the BBA compounds as C1 and Cn sources. However, the influence of the nature of the boryl moieties on the reactivity of BBA compounds has not been evaluated so far. In the present study, four BBA compounds – including two new ones – were reacted with 2,6-diisopropylaniline to afford the expected imine.
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