Organocatalytic Asymmetric Friedel-Crafts Reactions

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Chin. J. Org. Chem. ›› 2008, Vol. 28 ›› Issue (04): 605-616. Previous Articles Next Articles

Review

有机催化的不对称傅克烷基化反应

盛益飞^a,b，张安将*^,a，郑晓建^b，游书力*^,b

(^a温州大学化学与材料科学学院温州 325027)
(^b中国科学院上海有机化学研究所金属有机化学国家重点实验室上海 200032)

收稿日期:2007-12-15 修回日期:2008-02-25 发布日期:2008-04-17
通讯作者: 张安将,游书力

Organocatalytic Asymmetric Friedel-Crafts Reactions

SHENG Yi-Fei^a,b,ZHANG An-Jiang*^,a,ZHENG Xiao-Jian^b,YOU Shu-Li*^,b

(^aCollege of Chemistry and Material Engineering, Wenzhou University, Wenzhou 325027)
(^bState Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry,
Chinese Academy of Sciences, Shanghai 200032)

Received:2007-12-15 Revised:2008-02-25 Published:2008-04-17

Contact: ZHANG An-Jiang, YOU Shu-Li

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Abstract

Friedel-Crafts alkylation is one of the most efficient methods for the derivatization of aromatic compounds. Asymmetric Friedel-Crafts alkylation reaction provides direct access to the enantiopure aromatic derivatives. In this paper, the recent progress in organocatalytic asymmetric Friedel-Crafts reactions is reviewed.

Key words: enantioselective, asymmetric catalysis, Friedel-Crafts, organocatalysis

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SHENG Yi-Fei,b,ZHANG An-Jiang*^,a,ZHENG Xiao-Jian^b,YOU Shu-Li*^,b. Organocatalytic Asymmetric Friedel-Crafts Reactions[J]. Chin. J. Org. Chem., 2008, 28(04): 605-616.

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[1]	Shuang Yang, Xinqiang Fang. Kinetic Resolutions Enabled by N-Heterocyclic Carbene Catalysis: An Update [J]. Chinese Journal of Organic Chemistry, 2024, 44(2): 448-480.
[2]	Wanting Chen, Xiongwei Zhong, Jiale Xing, Changshu Wu, Yang Gao. Progress in Asymmetric Catalytic Synthesis of C—N Axis Chiral Compounds [J]. Chinese Journal of Organic Chemistry, 2024, 44(2): 349-377.
[3]	Quanbin Jiang. Progress in Synthesis of Axially Chiral Compounds through aza-Vinylidene o-Quinone Methide Intermediates [J]. Chinese Journal of Organic Chemistry, 2024, 44(1): 159-172.
[4]	Chun-Xia Cheng, Lu-Ping Wu, Feng Sha, Xin-Yan Wu. Enantioselective Vinylogous Allylic Alkylation of Coumarins with Morita-Baylis-Hillman Carbonates Catalyzed by Chiral Phosphine-Amide [J]. Chinese Journal of Organic Chemistry, 2023, 43(9): 3188-3195.
[5]	Jun Ding, Xiaokun Shi, Yu Hao, Heyuan Bai, Shuyu Zhang. Silver-Catalyzed Enantioselective Intermolecular γ-Amination of β,γ-Unsaturated Amide [J]. Chinese Journal of Organic Chemistry, 2023, 43(8): 2946-2952.
[6]	Cheng Luo, Yanli Yin, Zhiyong Jiang. Recent Advances in Asymmetric Synthesis of P-Chiral Phosphine Oxides [J]. Chinese Journal of Organic Chemistry, 2023, 43(6): 1963-1976.
[7]	Yiwen Quan, Xinhui Jiang, Wenjun Li, Jian Wang. Access to α-Vinyl β-Alkynyl Enals via an Organocatalytic Deconjugation-Aldol Condensation Sequence [J]. Chinese Journal of Organic Chemistry, 2023, 43(6): 2120-2125.
[8]	Ke Jing, Panke Zhang, Senmiao Xu. Application of 1,4-Azaborines in Organic and Transition Metal Catalysis [J]. Chinese Journal of Organic Chemistry, 2023, 43(5): 1742-1750.
[9]	Xinyu Zhang, Huihui Geng, Shilei Zhang, Wei Wang, Xiaobei Chen. A Method for the Synthesis of Deuterated Benzoins Catalyzed by N-Heterocyclic Carbene [J]. Chinese Journal of Organic Chemistry, 2023, 43(4): 1510-1516.
[10]	Ling Meng, Jun Wang. Research Progress on Synthesis of Thioflavonoids [J]. Chinese Journal of Organic Chemistry, 2023, 43(3): 873-891.
[11]	Chunbo Dai, Siqi Xia, Xiaoyu Chen, Limin Yang. N-Heterocyclic Carbene (NHC)-Catalyzed [4+3] Cycloaddition to Synthesize 4-Aminobenzoheptenolactons [J]. Chinese Journal of Organic Chemistry, 2023, 43(3): 1084-1090.
[12]	Haiqing Wang, Shuang Yang, Yuchen Zhang, Feng Shi. Advances in Catalytic Asymmetric Reactions Involving o-Hydroxybenzyl Alcohols [J]. Chinese Journal of Organic Chemistry, 2023, 43(3): 974-999.
[13]	Weidi Cao, Xiaohua Liu. Recent Advances on Catalytic Enantioselective Protonation for Construction of α-Tertiary Carbonyl Compounds [J]. Chinese Journal of Organic Chemistry, 2023, 43(3): 961-973.
[14]	Siqiang Fang, Zanjiao Liu, Tianli Wang. Recent Advances of the Atherton-Todd Reaction [J]. Chinese Journal of Organic Chemistry, 2023, 43(3): 1069-1083.
[15]	Yushan Zhang, Zhen Huan, Jindong Yang, Jinpei Cheng. Recent Advances in Hydrogen Transfer Reactivities of N-Heterocyclic Phosphines [J]. Chinese Journal of Organic Chemistry, 2023, 43(11): 3806-3825.