Publication | Closed Access
A Catalytic Asymmetric Strecker-Type Reaction: Interesting Reactivity Difference between TMSCN and HCN
198
Citations
0
References
2000
Year
Cross-coupling ReactionEnantioselective Strecker-type ReactionEngineeringCatalytic SystemOrganic ChemistryOrganometallic CatalysisCatalysisMolecular CatalysisChemistryInteresting Reactivity DifferenceAsymmetric CatalysisSynthetic ChemistryEnantioselective SynthesisBiomolecular EngineeringAmino Acid Derivatives
The Lewis acid–Lewis base bifunctional catalyst 1 can be used for the highly enantioselective Strecker-type reaction (see scheme), whose products can then be successfully converted into amino acid derivatives, including those containing functionalized side chains. TMSCN is more reactive than HCN in this catalytic system, probably because of the ability of the phosphane oxide moiety of 1 to activate TMSCN. TMS = trimethylsilyl.