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Chiral 1,2-diaminocyclohexane as organocatalyst for enantioselective aldol reaction
Liu, Yi; Wang, Junfeng; Sun, Qi; Li, Runtao
关键词Asymmetric Aldol Reaction Diaminocyclohexane Organocatalyst Hydroxyketone
刊名TETRAHEDRON LETTERS
2011-07-13
DOI10.1016/j.tetlet.2011.04.116
52期:28页:3584-3587
收录类别SCI ; CCR
文章类型Article
WOS标题词Science & Technology
类目[WOS]Chemistry, Organic
研究领域[WOS]Chemistry
关键词[WOS]L-PROLINAMIDE DERIVATIVES ; LINEAR ALIPHATIC-KETONES ; DIRECT SYN-ALDOL ; AQUEOUS-MEDIA ; AMINO-ACID ; ORGANIC-MOLECULES ; SMALL PEPTIDES ; CATALYSTS ; HYDROXYACETONE ; ALDEHYDES
英文摘要

A simple and commercially available chiral 1,2-diaminocyclohexane as catalyst, hexanedioic acid as co-catalyst could efficiently catalyze the asymmetric aldol reaction in MeOH-H(2)O. Cyclic ketones as aldol substrates gave the anti-beta-hydroxyketone products with moderate to good yields, diastereoselectivity and enantioselectivity (up to 78% yield, >20:1 anti/syn, 94% ee). Hydroxyacetone as aldol substrate afforded the syn-alpha, beta-dihydroxyketones as major products in up to 85% yield with good enantioselectivity (up to >20:1 syn/anti, 93% ee). (C) 2011 Elsevier Ltd. All rights reserved.

语种英语
WOS记录号WOS:000292351000011
项目编号20972005
资助机构National Natural Science Foundation of China
引用统计
被引频次:20[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.bjmu.edu.cn/handle/400002259/52724
专题北京大学药学院
北京大学药学院_化学生物学系
作者单位Peking Univ, State Key Lab Nat & Biomimet Drugs, Sch Pharmaceut Sci, Beijing 100191, Peoples R China
推荐引用方式
GB/T 7714
Liu, Yi,Wang, Junfeng,Sun, Qi,et al. Chiral 1,2-diaminocyclohexane as organocatalyst for enantioselective aldol reaction[J]. TETRAHEDRON LETTERS,2011,52(28):3584-3587.
APA Liu, Yi,Wang, Junfeng,Sun, Qi,&Li, Runtao.(2011).Chiral 1,2-diaminocyclohexane as organocatalyst for enantioselective aldol reaction.TETRAHEDRON LETTERS,52(28),3584-3587.
MLA Liu, Yi,et al."Chiral 1,2-diaminocyclohexane as organocatalyst for enantioselective aldol reaction".TETRAHEDRON LETTERS 52.28(2011):3584-3587.
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