The role of double hydrogen bonds in asymmetric direct aldol reactions catalyzed by amino amide derivatives

The double hydrogen bonding activation of carbonyl functionality has been a general strategy for the design of amino amide organocatalysts for highly enantioselective direct aldol reactions of various ketones with aldehydes conducted in either organic solvents or aqueous media. Moreover, this concep...

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Published inChemical communications (Cambridge, England) Vol. 46; no. 35; pp. 6437 - 6448
Main Authors Chen, Xiao-Hua, Yu, Jie, Gong, Liu-Zhu
Format Journal Article
LanguageEnglish
Published England 21.09.2010
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Summary:The double hydrogen bonding activation of carbonyl functionality has been a general strategy for the design of amino amide organocatalysts for highly enantioselective direct aldol reactions of various ketones with aldehydes conducted in either organic solvents or aqueous media. Moreover, this concept may suggest an activation mode to create new catalysts for other related asymmetric transformations. Double-hydrogen bonding activation has been a robust strategy for the design of amino acid amide derivatives for direct aldol reactions with high efficiency and stereoselectivity.
Bibliography:Xiao-Hua Chen was born in 1981 in Zhejiang Province, China. He received his BS degree from Wenzhou University in 2003, and PhD from Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences under the supervision of Prof. Liu-Zhu Gong in 2008. He is now working as a postdoctoral researcher with Prof. Oliver Seitz at Humboldt-University Berlin. His current research is concerned with DNA-directed chemistry and Molecular Diagnostics.
Jie Yu, born in 1984 in Wuhu, China, received his BS degree in Chemistry (2006) from the University of Science and Technology of China (USTC). In the fall of 2006, he began his graduate studies at the University of Science and Technology of China under the direction of Professor Liu-Zhu Gong. His present research area involves the organocatalytic cyclization of allenes.
Liu-Zhu Gong was born in October 1970 in Henan, China. He graduated from Henan Normal University in 1993 and received his PhD in 2000 from Institute of Chemistry, Chinese Academy of Sciences. He became an associate professor of Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences in 2000 and was promoted to a full professor in 2001. Since 2006, he has been a full professor of University of Science and Technology of China. His current research interest is focused on the asymmetric catalysis and total synthesis of natural products.
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ISSN:1359-7345
1364-548X
DOI:10.1039/c0cc00754d