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A general diastereoselective catalytic vinylogous aldol reaction among tetramic acid-derived pyrroles. | LitMetric

A general diastereoselective catalytic vinylogous aldol reaction among tetramic acid-derived pyrroles.

Org Lett

Department of Chemistry and Biochemistry, University of California, Santa Barbara, California 93106, United States.

Published: September 2014

A catalytic diastereoselective aldol reaction has been developed for N1-arylated/C2-O-silylated/C3-methylated and brominated/C4-O-methylated pyrroles in its reactions with various aldehydes. Syn adducts emerge with regard to the vicinal nitrogen and oxygen heteroatom substituents. The N1-aryl residue undergoes oxidative cleavage, and the C3-bromine atom undergoes palladium-mediated coupling reactions, both without disturbing the newly created stereocenters.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4156244PMC
http://dx.doi.org/10.1021/ol501715rDOI Listing

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