The key components of an MA system are electron deficient C=C double bonds (e.g., an acryloyl, the acceptor), acidic C-H bonds (as present in aceto-acetate and malonate moieties, the donor), and a base catalyst strong enough to abstract the proton of this C-H bond yielding a nucleophilic carbanion
that can add to the double bond.
In the case of the Michael addition, the carbanion
would react with Michael acceptors or [alpha],[beta]-unsaturated compounds to yield polyfunctionalised nitroderivatives .
This issue covers reactions of aldehydes and ketones and their derivatives; reactions of carboxylic, phosphoric and sulfonic acids and their derivatives; oxidation and reduction; carbenes and nitrenes; nucleophilic and electrophilic aromatic substitution; carbocations; nucleophilic aliphatic substitution; carbanions
and electrophilic aliphatic substitution; elimination reaction; addition reactions (polar addition and cycloaddition); and molecular rearrangements.
In particular, and because of our ongoing studies on carbanionic species [12-14], we are interested in the stability of the carbanions
derived from adamantane (Fig.
This system performs temperature-sensitive reactions including carbohydrate chemistry, the formation of carbanions
, and other highly reactive intermediates.
In conjunction with butadiene monomer, such an organolithium based system produces allylic carbanions
that are unique in terms of their structure, reactivity and solvency.