Literature DB >> 21271734

NHC-catalyzed/titanium(IV)-mediated highly diastereo- and enantioselective dimerization of enals.

Daniel T Cohen1, Benoit Cardinal-David, John M Roberts, Amy A Sarjeant, Karl A Scheidt.   

Abstract

An NHC-catalyzed, diastereo- and enantioselective dimerization of enals has been developed. The use of Ti(Oi-Pr)(4) is a key element for the reactivity and selectivity of this process. The cyclopentenes are obtained with high levels of diastereo- and enantioselectivity and their synthetic utility is demonstrated by functionalization of the product alkene.

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Year:  2011        PMID: 21271734      PMCID: PMC3045844          DOI: 10.1021/ol103112v

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  43 in total

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  13 in total

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3.  Catalytic dynamic kinetic resolutions with N-heterocyclic carbenes: asymmetric synthesis of highly substituted β-lactones.

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4.  Catalytic Kinetic Resolution of a Dynamic Racemate: Highly Stereoselective β-Lactone Formation by N-Heterocyclic Carbene Catalysis.

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