Please use this identifier to cite or link to this item: https://doi.org/10.1002/chem.200802601
DC FieldValue
dc.titleSynthesis of α-stereogenic amides and ketones by enantioselective conjugate addition of 1,4-dicarbonyl but-2-enes
dc.contributor.authorJiang, Z.
dc.contributor.authorYang, Y.
dc.contributor.authorPan, Y.
dc.contributor.authorZhao, Y.
dc.contributor.authorLiu, H.
dc.contributor.authorTan, C.-H.
dc.date.accessioned2014-06-23T05:52:01Z
dc.date.available2014-06-23T05:52:01Z
dc.date.issued2009-05-04
dc.identifier.citationJiang, Z., Yang, Y., Pan, Y., Zhao, Y., Liu, H., Tan, C.-H. (2009-05-04). Synthesis of α-stereogenic amides and ketones by enantioselective conjugate addition of 1,4-dicarbonyl but-2-enes. Chemistry - A European Journal 15 (19) : 4925-4930. ScholarBank@NUS Repository. https://doi.org/10.1002/chem.200802601
dc.identifier.issn09476539
dc.identifier.urihttp://scholarbank.nus.edu.sg/handle/10635/77194
dc.description.abstractIn the conjugate addition reaction of a a,|3-unsaturated compound, the new stereogenic center is created in the b-position. In contrast, conjugate addition to 1,4-dicarbonyl but-2-enes will generate an astereogenic center with respect to one of the carbonyl groups, which informally, can be considered as an inversion of normal reactivity patterns or Umpolung. In this paper, we demonstrate that chiral bicy-clic guanidine can catalyze the addition of 1,3-dicarbonyl compounds to 1,4-di-carbonyl but-2-enes [(E)-4-oxo-4-aryl- butenamides and (E)-4-oxo-4-arylbute-nones] with high regioselectivity and enantioselectivity (ee values up to 97%). © 2009 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
dc.description.urihttp://libproxy1.nus.edu.sg/login?url=http://dx.doi.org/10.1002/chem.200802601
dc.sourceScopus
dc.subjectAsymmetric catalysis
dc.subjectDicarbonyl compounds
dc.subjectEnantiose-lectivity
dc.subjectOrganocatalysis
dc.typeArticle
dc.contributor.departmentCHEMISTRY
dc.description.doi10.1002/chem.200802601
dc.description.sourcetitleChemistry - A European Journal
dc.description.volume15
dc.description.issue19
dc.description.page4925-4930
dc.description.codenCEUJE
dc.identifier.isiut000266182500023
Appears in Collections:Staff Publications

Show simple item record
Files in This Item:
There are no files associated with this item.

Google ScholarTM

Check

Altmetric


Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.