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Enzymatic kinetic resolution of Morita-Baylis-Hillman acetates

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dc.contributor.author Juma, WP
dc.contributor.author Chhiba, Varsha P
dc.contributor.author Brady, D
dc.contributor.author Bode, ML
dc.date.accessioned 2017-11-15T12:32:28Z
dc.date.available 2017-11-15T12:32:28Z
dc.date.issued 2017-09
dc.identifier.citation Juma, W.P. et al. 2017. Enzymatic kinetic resolution of Morita-Baylis-Hillman acetates. Tetrahedron: Asymmetry, vol. 28(9): 1169-1174 en_US
dc.identifier.issn 0957-4166
dc.identifier.uri http://www.sciencedirect.com/science/article/pii/S0957416617303440
dc.identifier.uri https://doi.org/10.1016/j.tetasy.2017.08.001
dc.identifier.uri http://hdl.handle.net/10204/9781
dc.description Copyright: 2017 Elsevier. Due to copyright restrictions, the attached PDF file only contains the pre-print version of the published article. For access to the published item, please consult the publisher's website. en_US
dc.description.abstract Racemic Morita-Baylis-Hillman adducts derived from the reaction of acrylonitrile with benzaldehyde, cinnamaldehyde and hydrocinnamaldehyde have been successfully resolved by means of enzymatic kinetic resolution. The (+)-alcohol products were isolated with 94–97% ee after lipase-mediated enantioselective hydrolysis of the corresponding acetates. Mosher’s double derivatisation protocol was applied to these isolated products and the absolute configuration of the alcohols was found to be (S) for all three substrates. en_US
dc.language.iso en en_US
dc.publisher Elsevier en_US
dc.relation.ispartofseries Worklist;19580
dc.subject Morita-Baylis-Hillman adducts en_US
dc.title Enzymatic kinetic resolution of Morita-Baylis-Hillman acetates en_US
dc.type Article en_US
dc.identifier.apacitation Juma, W., Chhiba, V. P., Brady, D., & Bode, M. (2017). Enzymatic kinetic resolution of Morita-Baylis-Hillman acetates. http://hdl.handle.net/10204/9781 en_ZA
dc.identifier.chicagocitation Juma, WP, Varsha P Chhiba, D Brady, and ML Bode "Enzymatic kinetic resolution of Morita-Baylis-Hillman acetates." (2017) http://hdl.handle.net/10204/9781 en_ZA
dc.identifier.vancouvercitation Juma W, Chhiba VP, Brady D, Bode M. Enzymatic kinetic resolution of Morita-Baylis-Hillman acetates. 2017; http://hdl.handle.net/10204/9781. en_ZA
dc.identifier.ris TY - Article AU - Juma, WP AU - Chhiba, Varsha P AU - Brady, D AU - Bode, ML AB - Racemic Morita-Baylis-Hillman adducts derived from the reaction of acrylonitrile with benzaldehyde, cinnamaldehyde and hydrocinnamaldehyde have been successfully resolved by means of enzymatic kinetic resolution. The (+)-alcohol products were isolated with 94–97% ee after lipase-mediated enantioselective hydrolysis of the corresponding acetates. Mosher’s double derivatisation protocol was applied to these isolated products and the absolute configuration of the alcohols was found to be (S) for all three substrates. DA - 2017-09 DB - ResearchSpace DP - CSIR KW - Morita-Baylis-Hillman adducts LK - https://researchspace.csir.co.za PY - 2017 SM - 0957-4166 T1 - Enzymatic kinetic resolution of Morita-Baylis-Hillman acetates TI - Enzymatic kinetic resolution of Morita-Baylis-Hillman acetates UR - http://hdl.handle.net/10204/9781 ER - en_ZA


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