Asymmetric trienamine catalysis: new opportunities in amine catalysisThis article is dedicated to Professor Yujiro Hayashi for his contribution in amine catalysis
Amine catalysis, through HOMO-activating enamine and LUMO-activating iminium-ion formation, is receiving increasing attention among other organocatalytic strategies, for the activation of unmodified carbonyl compounds. Particularly, the HOMO-raising activation concept has been applied to the greates...
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| Main Authors | , , |
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| Format | Journal Article |
| Language | English |
| Published |
02.01.2013
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| Online Access | Get full text |
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| Summary: | Amine catalysis, through HOMO-activating enamine and LUMO-activating iminium-ion formation, is receiving increasing attention among other organocatalytic strategies, for the activation of unmodified carbonyl compounds. Particularly, the HOMO-raising activation concept has been applied to the greatest number of asymmetric transformations through enamine, dienamine, and SOMO-activation strategies. Recently, trienamine catalysis, an extension of amine catalysis, has emerged as a powerful tool for synthetic chemists with a novel activation strategy for polyenals/polyenones. In this review article, we discuss the initial developments of trienamine catalysis for highly asymmetric Diels-Alder reactions with different dienophiles and emerging opportunities for other types of cycloadditions and cascade reactions.
Trienamine as activated diene: this article summarizes the recent developments of trienamine catalysts as activated dienes
in situ
generated from polyenals/polyenones and amine catalysts for highly selective Diels-Alder reactions with various dienophiles. |
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| Bibliography: | Panduga Ramaraju was born in Mahabubnagar, Andhra Pradesh, India. He completed his Master degree (organic chemistry) from Osmania University Hyderabad during 2009. Presently, he is working as UGC-CSIR Fellow for his doctoral degree with Dr Indresh Kumar at Birla Institute of Technology and Science-Pilani, Pilani Campus. His main research interests are asymmetric catalysis, new synthetic methods for nitrogen heterocycles and natural product synthesis. This article is dedicated to Professor Yujiro Hayashi for his contribution in amine catalysis. Indresh Kumar obtained his PhD degree under the supervision of Dr C. V. Rode (Scientist-F) at National Chemical Laboratory, Pune during 2007-08. After his postdoctoral study at Tokyo University of Sciences, Tokyo with Prof. Yujiro Hayashi, he joined as Faculty at Shri Mata Vaishno Devi University, Katra (J&K) India. Recently, he moved to his present position at Birla Institute of Technology and Science-Pilani, Pilani Campus (India). His main research interests are asymmetric organocatalysis, development of new synthetic methodology, total synthesis of biologically active compounds. Nisar Ahmad Mir was born in Jammu and Kashmir, India. He did his MSc (organic chemistry) from Punjab University. Presently he is working for his PhD thesis with Dr Indresh Kumar at BITS Pilani. His main interests are total synthesis and development of new synthetic methodology. |
| ISSN: | 1477-0520 1477-0539 |
| DOI: | 10.1039/c2ob26681d |