Please use this identifier to cite or link to this item: https://hdl.handle.net/10356/147432
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dc.contributor.authorLiu, Xuan-Yuen_US
dc.contributor.authorCheng, Bu-Qingen_US
dc.contributor.authorGuo, Yi-Congen_US
dc.contributor.authorChu, Xue-Qiangen_US
dc.contributor.authorLi, Yongxinen_US
dc.contributor.authorLoh, Teck-Pengen_US
dc.contributor.authorShen, Zhi-Liangen_US
dc.date.accessioned2021-04-01T02:44:23Z-
dc.date.available2021-04-01T02:44:23Z-
dc.date.issued2019-
dc.identifier.citationLiu, X., Cheng, B., Guo, Y., Chu, X., Li, Y., Loh, T. & Shen, Z. (2019). Bismuth-mediated diastereoselective allylation reaction of carbonyl compounds with cyclic allylic halides or cinnamyl halide. Advanced Synthesis & Catalysis, 361(3), 542-549. https://dx.doi.org/10.1002/adsc.201801297en_US
dc.identifier.issn1615-4150en_US
dc.identifier.urihttps://hdl.handle.net/10356/147432-
dc.description.abstractAn efficient diastereoselective allylation of various carbonyl compounds with cyclic allylic halides by using commercially available bismuth powder in the presence of LiI was developed. Among all the metals screened, bismuth was found to be the best mediator for the transformation. The reactions involving various cyclic allylic halides proceeded smoothly at room temperature to produce the desired homoallylic alcohols in good to excellent yields with high diastereoselectivities (>99:1 dr). Reversed diastereoselectivity was obtained when carbonyl substrate (e. g., 2-pyridinecarboxaldehyde, glyoxylic acid) containing chelating substituent was used in the allylation reaction. In addition, the reactions involving acyclic (E)-cinnamyl bromide as substrate worked equally well with high diastereocontrol. (Figure presented.).en_US
dc.description.sponsorshipNanyang Technological Universityen_US
dc.language.isoenen_US
dc.relation.ispartofAdvanced Synthesis & Catalysisen_US
dc.rights© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. All rights reserved.en_US
dc.subjectScience::Chemistryen_US
dc.titleBismuth-mediated diastereoselective allylation reaction of carbonyl compounds with cyclic allylic halides or cinnamyl halideen_US
dc.typeJournal Articleen
dc.contributor.schoolSchool of Physical and Mathematical Sciencesen_US
dc.identifier.doi10.1002/adsc.201801297-
dc.identifier.scopus2-s2.0-85058424814-
dc.identifier.issue3en_US
dc.identifier.volume361en_US
dc.identifier.spage542en_US
dc.identifier.epage549en_US
dc.subject.keywordsBismuthen_US
dc.subject.keywordsCyclic Allylic Halideen_US
dc.description.acknowledgementWe gratefully acknowledge the financial support from Nanj-ing Tech University (Start-up Grant No. 39837118, 39837101,and 39837146), the SICAM Fellowship from Jiangsu NationalSynergetic Innovation Center for Advanced Materials, Post-graduate Research&Practice Innovation Program of JiangsuProvince (No. KYCX18_1075), and Nanyang Technological University.ten_US
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item.fulltextNo Fulltext-
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