Ruthenium catalysts for selective nucleophilic allylic substitution*
نویسندگان
چکیده
Recent developments in the chemistry of η3-allylruthenium(IV) complexes are due to their straightforward synthesis resulting from oxidative addition of allylic substrates to a ruthenium(II) center. Subsequent reaction with a nucleophile is the basis of their involvement in the catalytic allylic substitution reaction. We focus here on ruthenium-catalyzed substitution of allylic substrates by C-, N-, and O-nucleophiles and show that selected ligands make regioand enantioselective reactions possible.
منابع مشابه
Ruthenium-catalyzed regio- and enantioselective allylic substitution with water: direct synthesis of chiral allylic alcohols.
Enantioselective allylic substitution catalyzed by transitionmetal complexes is an important process in organic synthesis. For many years, mainly palladium complexes that contain chiral ligands have been employed as efficient catalysts in these reactions. Recent studies have demonstrated that chiral catalysts based on other transition metals show different regioselectivity in the synthesis of b...
متن کاملRuthenium-catalysed Z-selective cross metathesis of allylic-substituted olefins† †Electronic supplementary information (ESI) available: Experimental procedures and spectroscopic data for all new compounds. See DOI: 10.1039/c3sc52806e Click here for additional data file.
The Z-selective cross metathesis of allylic-substituted olefins is explored with recently developed ruthenium-based metathesis catalysts. The reaction proceeds with excellent stereoselectivity for the Z-isomer (typically >95%) and yields of up to 88% for a variety of allylic substituents. This includes the first synthesis of Z-α,β-unsaturated acetals by cross metathesis and their elaboration to...
متن کاملPreparation of chiral ruthenium(IV) complexes and applications in regio- and enantioselective allylation of phenols.
Facile preparations of chiral [Ru(Cp*)]- and [Ru(Cp')]-based allyl complexes featuring N,O chelate derived from (+)-nopinone are described. Single crystal X-ray structural analysis of one complex revealed the preferential configuration of the ruthenium centre and the orientation of the unsymmetrical allylic substituent. Applications of these complexes in catalysis for nucleophilic allylic subst...
متن کاملC3sc52806e 501..506
The Z-selective cross metathesis of allylic-substituted olefins is explored with recently developed ruthenium-based metathesis catalysts. The reaction proceeds with excellent stereoselectivity for the Zisomer (typically >95%) and yields of up to 88% for a variety of allylic substituents. This includes the first synthesis of Z-a,b-unsaturated acetals by cross metathesis and their elaboration to ...
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