New Addition Reactions. III. Addition of Aliphatic Epoxides to Nitriles

The addition of nitriles to a molecular digermene: reversible addition and comparison to surface reactivity.

The addition of acetonitrile, propionitrile, and acrylonitrile to tetramesityldigermene was investigated and compared to the addition of acetonitrile and acrylonitrile to germanium dimers on the Ge(100)-2×1 surface. In each case, a 1,2,3-azadigermetine was formed as the major product. As on the surface, the addition of nitriles to digermenes was found to be reversible, providing the first examp...

One-pot Heteroconjugate addition-diels-alder reactions and acetate-catalyzed aldol reactions of α-silyl nitriles

Aluminum-catalyzed enantio- and diastereoselective carbonyl addition of propargylsilanes. A new approach to enantioenriched vinyl epoxides.

The current realm of Lewis acid-promoted propargylsilane additions to carbonyl groups2 may be subdivided into two mechanistically distinct categories: (i) additions proceeding via a desilylation pathway;3 (ii) additions involving a [1,2]-silyl shift.4 Process (i) generates allenic alcohols and is most common when nonbulky silyl groups such as TMS are employed,3 whereas the latter scenario has b...

Conjugate addition–enantioselective protonation reactions

The addition of nucleophiles to electron-deficient alkenes represents one of the more general and commonly used strategies for the convergent assembly of more complex structures from simple precursors. In this review the addition of diverse protic and organometallic nucleophiles to electron-deficient alkenes followed by enantioselective protonation is summarized. Reactions are first categorized...

Cooperative bimetallic oxidative addition reactions*

The factors that control the oxidation of metals in bimetallic complexes are investigated in relation to the possibility of developing one-site addition two-metal oxidation reactions such as those that occur in the respiratory protein, hemerythrin. It is shown that the behavior of bimetallic complexes is not represented by the sum of the analogous monometallic parts because of metal and ligand ...