Luan, YiYu, JieZhang, XiaoweiSchaus, Scott E.Wang, Ge2020-05-042020-05-042014-05-16Yi Luan, Jie Yu, Xiaowei Zhang, Scott E Schaus, Ge Wang. 2014. "Diastereoselective Three-Component Synthesis of beta-Amino Carbonyl Compounds Using Diazo Compounds, Boranes, and Acyl Imines under Catalyst-Free Conditions." JOURNAL OF ORGANIC CHEMISTRY, Volume 79, Issue 10, pp. 4694 - 4698 (5). https://doi.org/10.1021/jo50035050022-3263https://hdl.handle.net/2144/40520Diazo compounds, boranes, and acyl imines undergo a three-component Mannich condensation reaction under catalyst-free conditions to give the anti β-amino carbonyl compounds in high diastereoselectivity. The reaction tolerates a variety of functional groups, and an asymmetric variant was achieved using the (−)-phenylmenthol as chiral auxiliary in good yield and selectivity. These β-amino carbonyl compounds are valuable intermediates, which can be transformed to many potential bioactive molecules.p. 4694 - 4698en-USCopyright © 2014 American Chemical Society. The final published version of this article appears in OpenBU by permission of the publisherr in accordance with the terms of the ACS AuthorChoice license (https://pubs.acs.org/page/policy/authorchoice_termsofuse.html).Science & technologyPhysical sciencesChemistry, organicAlpha-diazocarbonyl compoundsEthyl diazoacetateBoronic acidsEnantioselective additionAsymmetric allylborationCF3-substituted boranesMulticomponent reactionRegiospecific synthesisChiral biphenolsEstersAmino acidsAzo compoundsBoranesCatalysisIminesMolecular structureStereoisomerismOrganic chemistryMedicinal and biomolecular chemistryArticle10.1021/jo500350540614