云南大学化学科学与工程学院
报告题目:alpha-取代杂环的催化不对称合成——氧化策略及应用
报 告 人:刘磊,博士,山东大学化学与化工学院教授,博士生导师
时 间:2017年4月20日上午10:00
地 点:东陆校区 化学楼102室
姓名: 刘磊
出生年月: 1981-11
职称: 教授(博士生导师)
单位: 有机化学研究所
研究方向: 有机合成方法、复杂天然产物全合成、药物化学
地址: 山东省济南市山大南路27号老数学楼113
电话: 0531-88363010
e-mail: leiliu@sdu.edu.cn
教育经历:
2006.08 -2011.03 美国匹兹堡大学 博士
2003.09 -2006.06 兰州大学 硕士
1999.09 -2003.06 兰州大学 学士
工作经历:
2012.06- 山东大学 教授
2011.03 -2012.04 美国哈佛大学 博士后
(a) 催化不对称氧化碳氢官能团化
(b) 简单烯烃的氧化官能团化
(2)活性天然产物的全合成及构效关系研究
(3) 具有生物活性的小分子试剂的设计和发现研究(针对肿瘤、真菌及阿兹海默症)
2017年
(26) Long, H.; Wang, G.; Lu, R.; Xu, M.; Zhang, K.; Qi, S.; He, Y.; Bu, Y.; Liu, L.* Regio- and Diastereoselective Cross-Dehydrogenative Coupling of Tetrahydropyridines with 1,3-Dicarbonyl Compounds, Org. Lett. 2017, 19, 2146.
(25) Wan, M.; Shu, S.; Li, Y.; Liu, L.* Organocatalytic Redox Deracemization of Cyclic Benzylic Ethers Enabled by An "Acetal Pool" Strategy, Angew. Chem. Int. Ed. 2017, 56, DOI: 10.1002/anie. 201701439.
2016年
(24) Wang, G.; Mao, Y.; Liu, L.* Diastereoselectively Complementary C-H Functionalization Enables Access to Structurally and Stereochemically Diverse 2,6-Substituted Piperidines. Org. Lett. 2016, 18, 6476.
(23) Wang, G.; Sun, S.; Mao, Y.; Xie, Z.; Liu, L.* Chromium (II) Catalyzed Enantioselective Arylation of Ketones. Beilstein. J. Org. Chem. 2016, 12, 2771. (Invited by Professor Tehshik P Yoon for Thematic Series "Strategies in Asymmetric Synthesis")
(22) Sun, Y.; Wang, G.; Chen, J.; Liu, C.; Cai, M.; Zhu, R.*; Huang, H.*; Li, W.*; Liu, L.* A Practical Oxidative C-H Functionalization of N-Carbamoyl Tetrahydro-beta-Carbolines with Diverse Potassium Trifluoroborates. Org. Biomol. Chem. 2016, 14, 9431.
(21) Xie, Z.; Zan, X.; Sun, S.; Pan, X.; Liu, L.* Organocatalytic Enantioselective Cross-Dehydrogenative Coupling of N-Carbamoyl Cyclic Amines with Aldehydes. Org. Lett. 2016, 18, 3944.
(20) Xie, Z.; Liu, X.; Liu, L.* Copper-Catalyzed Aerobic Enantioselective Cross-Dehydrogenative Coupling of N-Aryl Glycine Esters with Terminal Alkynes. Org. Lett. 2016, 18, 2982. (Highlight by Synfacts)
(19) Sun, S.; Liu, L.* Catalytic Enantioselective Alkynylation of Tetrahydroisoquinoline-Based N-Acyl Hemiaminals. Synthesis 2016, 48, 2627 (Invited for specific topic "Asymmetric Synthesis" by Erick Carreira)
(18) Xie, Z.; Jia, J.; Liu, X.; Liu, L.* Copper(II) Triflate-Catalyzed Aerobic Oxidative C-H Functionalization of Glycine Derivatives with Olefins and Organoboranes. Adv. Synth. Catal. 2016, 358, 919.
(17) Liu, G.; Qian, J.; Hua, J.; Cai, F.; Li, X.; Liu, L.* An Economical Synthesis of Substituted Quinoline-2-Carboxylates through the Potassium Persulfate-Mediated Cross-Dehydrogenative Coupling of N-Aryl Glycine Derivatives with Olefins. Org. Biomol. Chem. 2016, 14, 1147.
2015年
(16) Chen.J.; Wan, M.; Hua, J.; Sun, Y.; Lv, Z.; Li, W.*; Liu, L.* TBHP/TFA Mediated Oxidative Cross-Dehydrogenative Coupling of N-Heterocycles with Aldehydes. Org. Biomol. Chem. 2015, 13, 11561. (Highlight by Synfacts)
(15) Wan, M.; Lou,H.; Liu, L.* C1-Benzyl and benzoyl isoquinoline synthesis throughdirect oxidative cross-dehydrogenative coupling with methyl arenes. Chem. Commun. 2015, 51, 13953. (Highlight by Synfacts)
(14) Sun, S.; Mao,Y.; Lou, H.; Liu, L.* Copper(II)/amine synergisticallycatalyzed enantioselective alkylation of cyclic N-acyl hemiaminals withaldehydes. Chem. Commun. 2015, 51, 10691.
(13) Liu, X.; Sun,S.; Meng, Z.; Lou, H.; Liu, L.* Organocatalytic asymmetricC-H vinylation and arylation of N-acyl tetrahydroisoquinolines. Org. Lett. 2015, 17, 2396. (Top 20 most downloaded article for May2015)
(12) Li, F.; Meng,Z.; Hua, J.; Li, W.; Lou, H.; Liu, L.* Indium-catalyzedoxidative cross-dehydrogenative coupling of chromenes with 1,3-dicarbonyls andaryl rings. Org. Biomol. Chem. 2015, 13, 5710.
(11) Sun, S.; Li,C.; Floreancig, P. E.; Lou, H.; Liu, L.* Highly enantioselectivecatalytic cross-dehydrogenative coupling of N-carbamoyl tetrahydro isoquino-lines and terminal alkynes. Org. Lett. 2015, 17, 1684.(Highlight by Synfacts)
(10) Liu, X.;Meng, Z.; Li, C.; Lou, H.; Liu, L.* OrganocatalyticEnantioselective Oxidative C-H Alkenylation and Arylation of N-CarbamoylTetrahydropyridines and Tetrahydro-β-Carbolines. Angew. Chem. Int. Ed. 2015, 54,6012. (Highlight by Synfacts)
哈佛大学博士后研究工作 (2011-2012)
(13) Liu, L.;Henderson, J. A.; Yamamoto, A.; Brémond, P.; Kishi, Y. Synthesis of alcoholsfrom m-Fluorophenylsulfones and Dialkylboranes: Application to theC14-C35 Building Block of E7389. Org. Lett. 2012, 14,2262. 匹兹堡大学攻读博士期间工作(2006-2011)(12) Liu,L.; Floreancig, P. E. Stereoselective Synthesis of Tertiary Ethersthrough Geometrical Control of Highly Substituted Oxocarbenium Ions. Angew. Chem. Int. Ed. 2010, 49, 5894. (Highlighted in SynFacts2010, 1152 and Synstory 2010, A101)
(11) Liu, L.;Floreancig, P. E. Structurally and Stereochemically Diverse TetrahydropyranSynthesis through Oxidative Carbon–Hydrogen Bond Activation. Angew. Chem. Int. Ed. 2010, 49, 3069. (Selected as “Hot Paper” in Angew.Chem. Int. Ed.)
(10) Liu, L.;Floreancig, P. E. Stereoselective Heterocycles Synthesis through OxidativeCarbon–Hydrogen Bond Activation. Curr. Opin. Drug. Discov. Devel. 2010,13, 733.
(9) Liu, L.;Floreancig, P. E. DDQ-Catalyzed Reactions Employing MnO2 as A StoichiometricOxidant. Org. Lett. 2010, 12, 4686.
(8) Liu, L.;Floreancig, P. E. Cyclization Reactions through DDQ-Mediated Vinyl OxazolidinoneOxidation. Org. Lett. 2009, 11, 3152. (Highlightedin SynFacts 2009, 998)
(7) Tu, W.; Liu,L.; Floreancig, P. E. Diastereoselective Tetrahydropyrone Synthesis throughTransition-Metal-Free Oxidative Carbon–Hydrogen Bond Activation. Angew. Chem. Int. Ed. 2008, 47, 4184.
兰州大学攻读硕士期间工作(2003-2006)
(6) Liu, L.;Wang, R.; Kang, Y.-F.; Cai, H.-Q.; Chen, C. Highly Enantioselective Addition ofPhenylacetylene to Ketones Catalyzed by Bis(hydroxycamphorsulfonamide)–Copper(II)Complex. Synlett. 2006, 8, 1245.
(5) Liu, L.;Wang, R.; Kang, Y.-F.; Chen, C.; Xu, Z.-Q.; Zhou, Y.-F.; Ni, M.; Cai, H.-Q.;Gong, M.-Z. Highly Enantioselective Phenylacetylene Addition to Aromatic KetonesCatalyzed by Cinchona Alkaloid-Aluminum Complexes. J. Org. Chem. 2005,70, 1084.
(4) Liu, L.;Kang, Y.-F.; Wang, R.; Zhou, Y.-F.; Chen, C.; Ni, M.; Gong, M.-Z. EnantioselectiveAlkynylation of Aromatic Ketones Promoted by (S)-Phenylalanine-derivedβ-Amino Alcohol. Tetrahedron: Asymmetry 2004, 15, 3757.
(3) Kang, Y.-F.; Liu,L.; Wang, R.; Zhou, Y.-F.; Yan, W.-J. Enantioselective Alkynylation ofAromatic Ketones Catalyzed by New Chiral Oxazolidine Ligands. Adv. Synth.Catal. 2005, 347, 243.
(2) Kang, Y.-F.; Liu,L.; Wang, R.; Yan, W.-J.; Zhou, Y.-F. The Use of Bifunctional CatalystSystems in the Asymmetric Addition of Alkynylzinc to Aldehydes. Tetrahedron:Asymmetry 2004, 15, 3155.
(1) Kang, Y.-F.; Liu,L.; Wang, R.; Ni, M.; Han, Z.-J. Enantioselective Addition of Diethylzincto Aromatic Aldehydes Catalyzed by New Chiral Oxazolidine Ligand. Synth.Commun. 2005, 35, 1819.
在研项目
霍英东青年教师基金 2016-2019 主持
深圳市科技计划项目 2015-2017 主持
山东省自然科学基金“杰出青年基金” 2015-2017 主持
国家自然科学基金(面上项目) 2015-2018 主持
山东大学交叉学科培育基金 2015-2017 主持
广西师范大学国家重点实验室开放基金 2016-2018 主持
结题项目
教育部“新世纪优秀人才”支持计划 2014-2016 主持
“齐鲁青年学者”特聘教授科研启动资金 2012-2016 主持
国家自然科学基金(青年基金) 2013-2015 主持
山东省优秀中青年科学家科研奖励基金 2013-2015 主持
人才计划和获奖情况
霍英东教育基金奖励(2016年)
Thieme Chemistry Journal Award (2016年)
山东省自然科学基金“杰出青年基金”(2014年)
教育部“新世纪优秀人才”(2013年)
“齐鲁青年学者”(2012年)
国家优秀自费留学生奖学金(中国驻纽约总领事馆)(2010年)
中国科学院奖学金(2005年)