The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Tris(triphenylphosphine)chlororhodium, is researched, Molecular C54H45ClP3Rh, CAS is 14694-95-2, about Enantioselective Rhodium-Catalyzed Allylic Alkylation of β,γ-Unsaturated α-Amino Nitriles: Synthetic Homoenolate Equivalents, the main research direction is enantioselective rhodium catalyzed allylic alkylation unsaturated alpha amino nitrile; homoenolate equivalent cyanoenamine product preparation regioselectivity enantioselectivity; allylic substitution; asymmetric catalysis; homoenolates; rhodium-catalyzed reactions; α-amino nitriles.Quality Control of Tris(triphenylphosphine)chlororhodium.
An enantioselective rhodium-catalyzed allylic alkylation of β,γ-unsaturated α-amino nitriles is described. This protocol provides a novel approach for the construction of β-stereogenic carbonyl derivatives via the catalytic asym. alkylation of a homoenolate equivalent The particularly challenging nature of this transformation is highlighted by the fact that three modes of selectivity must be manipulated, namely regio- and enantioselectivity, in addition to geometrical control. The γ-stereogenic cyanoenamine products can be readily hydrolyzed in situ to afford the β-substituted carboxylic acids, which in turn provide expedient access to a number of related carbonyl derivatives Addnl., control experiments indicate that the chiral rhodium-allyl intermediate facilitates the selective formation of the E-cyanoenamine products, which is critical since the Z-isomer affords significantly lower enantiocontrol.
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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate