On the Mechanism of Stereoselection in Rh-Catalyzed Asymmetric Hydrogenation: A General Approach for Predicting the Sense of Enantioselectivity

Citations Over TimeTop 10% of 2004 papers

Abstract

This account brings together the recent experimental and computational data on the mechanism of Rh-catalyzed asymmetric hydrogenation of activated double bonds. Two alternative reaction pathways (unsaturated and dihydride) are compared. It is suggested that the differences in these mechanisms are not primarily important for stereoselection, since they join in a single pathway before stereoselection occurs. This approach was used to rationalize the present discrepancies in the prediction of the sense of enantioselection for the P-stereogenic ligands and the ligands with backbone chirality.

Related Papers

• → Resolution/Deracemization of Chiral α-Amino Acids Using Resolving Reagents with Flexible Stereogenic Centers(2009)95 cited
• → Asymmetric Silaboration of Terminal Allenes Bearing α-Stereogenic Centers: Stereoselection Based on “Reagent Control”(2006)53 cited
• → Dibenzylamine substituted cyclotetraphosphazenes: Synthesis, characterization and their stereogenic properties(2018)5 cited
• → Synthesis of atropisomeric diamides with remotely related stereogenic axes by stereoselective additions to imines(1999)24 cited
• → 2.4 General Principles of Diastereoselective Reactions: Acyclic Control of Diastereoselectivity(2012)1 cited