Masked Ketenes as Dienophiles in the Diels–Alder Reaction*
Emily G. Mackay A C and Christopher G. Newton B C
+ Author Affiliations
- Author Affiliations
A Organisch-Chemisches Institut, Westfälische Wilhelms Universität, Corrensstrasse 40, 48149 Münster, Germany.
B Laboratory of Asymmetric Catalysis and Synthesis, Institute of Chemical Sciences and Engineering, École Polytechnique Fédérale de Lausanne, CH-1015 Lausanne, Switzerland.
C Corresponding authors. Email: mackay@wwu.de; christopher.newton@epfl.ch
Emily Mackay is a post-doctoral fellow in the research group of Professor Armido Studer at the Westfälische Wilhelms-Universität in Münster. She was awarded the Ludwig Leichhardt Memorial Fellowship from the Alexander von Humboldt Foundation in 2016. She received her Ph.D. from the Australian National University in 2014, where she researched domino Diels–Alder approaches to steroid synthesis, under the supervision of Professor Michael Sherburn. Her research interests include the application of the Diels–Alder reaction in complex settings and functionalization reactions using electron catalysis. |
Christopher Newton obtained his undergraduate degree from Victoria University, New Zealand, and his Ph.D. from the Australian National University under the supervision of Professor Michael Sherburn. His thesis focussed on the synthesis of novel reactive hydrocarbons and their application in the Diels–Alder reaction. In mid-2015, he began a post-doctoral stay as an EPFL Fellow in the group of Professor Nicolai Cramer, Switzerland, working in the fields of ligand design and catalytic enantioselective C–H functionalization. |
Australian Journal of Chemistry 69(12) 1365-1374 https://doi.org/10.1071/CH16428
Submitted: 22 July 2016 Accepted: 12 August 2016 Published: 5 September 2016
Abstract
The Diels–Alder reaction is one of the most powerful, well-established, and versatile reactions in organic chemistry; however, its application in certain settings remains a challenge as a result of functional group incompatibility. In this review, we examine the methods in which masked ketenes can be employed as dienophiles, taking particular note of applications in complex settings.
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