| Literature DB >> 20088536 |
Alexander J Grenning1, Jon A Tunge.
Abstract
Allyl nitroacetates undergo decarboxylative allylation to provide tertiary nitroalkanes in high yield. Moreover, the transformations are complete within several minutes under ambient conditions. High yields result because O-allylation of the intermediate nitronates, which is typically problematic, is reversible under conditions of the decarboxylative allylation process. Lastly, the preparation of substrate allyl nitroacetates by tandem Knoevenagel/Diels-Alder sequences allows the facile synthesis of relatively complex substrates that undergo diastereoselective decarboxylative allylation.Entities:
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Year: 2010 PMID: 20088536 PMCID: PMC2821453 DOI: 10.1021/ol902828p
Source DB: PubMed Journal: Org Lett ISSN: 1523-7052 Impact factor: 6.005