A General Diastereoselective Catalytic Vinylogous Aldol Reaction Among Tetramic Acid-Derived Pyrroles

作者:David Jonathan G; Bai Wen Ju; Weaver Marisa G; Pettus Thomas R R*
来源:Organic Letters, 2014, 16(17): 4384-4387.
DOI:10.1021/ol501715r

摘要

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.

  • 出版日期2014-9-5

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