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

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.

SUBMITTER: Cohen DT 

PROVIDER: S-EPMC3045844 | biostudies-literature | 2011 Mar

REPOSITORIES: biostudies-literature

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

Cohen Daniel T DT   Cardinal-David Benoit B   Roberts John M JM   Sarjeant Amy A AA   Scheidt Karl A KA  

Organic letters 20110127 5

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. ...[more]

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