Recent applications of chiral phosphoric acids in palladium catalysis
Through the combined action of palladium catalysts and chiral phosphoric acids (CPAs) a variety of catalytic asymmetric reactions have been realized during the past decade, including allylation, alkene functionalization, and C-H activation. This review surveys key examples across these various react...
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| Published in | Organic & biomolecular chemistry Vol. 18; no. 4; pp. 618 - 637 |
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| Main Authors | , , , |
| Format | Journal Article |
| Language | English |
| Published |
England
Royal Society of Chemistry
28.01.2020
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| Subjects | |
| Online Access | Get full text |
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| Summary: | Through the combined action of palladium catalysts and chiral phosphoric acids (CPAs) a variety of catalytic asymmetric reactions have been realized during the past decade, including allylation, alkene functionalization, and C-H activation. This review surveys key examples across these various reaction types and examines the different mechanisms by which CPAs can affect stereoinduction in these reaction systems.
A variety of catalytic asymmetric reactions have been realized during the past decade through the combined action of palladium and chiral phosphoric acids (CPAs). This review surveys key examples and examines the underlying mechanisms of stereoinduction. |
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| Bibliography: | Sri Krishna Nimmagadda obtained his Master of Science in Organic Chemistry from Andhra University, India. He then moved to University of South Florida in Tampa, FL, where he obtained his PhD in 2016. His graduate research in the lab of Prof. Jon Antilla centered on asymmetric catalysis using chiral BINOL phosphoric acids. Upon graduation, he pursued postdoctoral research in lab of Prof. Keary M. Engle, studying asymmetric functionalization of olefins using chiral phosphates as counterions in palladium catalysis. He is currently a Process Chemist at the Biocon Bristol-Myers Squibb Research Center in Bangalore, India. Mingyu Liu was born in the north of China. He obtained B.S. in Chemistry at Nankai University in 2016. During his undergraduate studies, he carried out research in the area rare-earth metal catalysis with Prof. Bing-Tao Guan at Nankai University and Prof. Zhaomin Hou at RIKEN. Since 2016, he has been a graduate student at The Scripps Research Institute, where he works in the lab of Prof. Keary M. Engle. His current research interests are in novel alkene and alkyne transformations transition metal catalysis. Keary M. Engle received his B.S. in 2007 from the University of Michigan, where he carried out research with Prof. Adam J. Matzger, and spent the following academic year as a Fulbright Scholar at the MPI für Kohlenforschung with Prof. Manfred T. Reetz. In 2013, he received a Ph.D. in Chemistry from Scripps Research with Prof. Jin-Quan Yu and a D.Phil. in Biochemistry from the University of Oxford with Profs. Véronique Gouverneur and John M. Brown. After a two-year appointment as an NIH Postdoctoral Fellow with Prof. Robert H. Grubbs at Caltech, Keary began his independent career at Scripps Research in 2015, where his research lab focuses on selective catalytic functionalization of alkenes and alkynes. He is a Bristol-Myers Squibb Unrestricted Grant recipient (2018), an Alfred P. Sloan Fellow (2019), and a Camille Dreyfus Teacher-Scholar (2019). Van T. Tran was born in Vietnam in 1994 and moved to the U.S. in 1996. She completed her undergraduate studies at the University of Pennsylvania in 2016, where she carried out research with Prof. Marisa Kozlowski and earned both a B.A. and an M.S. degree in chemistry. She joined the research group of Prof. Keary M. Engle in 2016 and is currently pursuing a PhD at The Scripps Research Institute. Her current research interests include palladium and nickel catalysis in the functionalization of alkenes. via ObjectType-Article-2 SourceType-Scholarly Journals-1 ObjectType-Feature-3 content type line 23 ObjectType-Review-1 |
| ISSN: | 1477-0520 1477-0539 |
| DOI: | 10.1039/c9ob02205h |