Catalytic Transformations of Functionalized Cyclic Organic Carbonates

• Published in: Angewandte Chemie International Edition Vol. 57; no. 42; pp. 13735 - 13747
• Main Authors: Guo, Wusheng, Gómez, José Enrique, Cristòfol, Àlex, Xie, Jianing, Kleij, Arjan W.
• Format: Journal Article
• Language: English
• Published: Germany Wiley Subscription Services, Inc 15.10.2018
• Edition: International ed. in English
• Subjects: Carbonates; Catalysis; cyclic organic carbonates; decarboxylative couplings; Enantiomers; heterocycles; homogeneous catalysis; Substrates; Transformations; transition-metal catalysis; cyclic organic carbonates; transition-metal catalysis; homogeneous catalysis; decarboxylative couplings; heterocycles
• ISSN: 1433-7851; 1521-3773
• DOI: 10.1002/anie.201805009

Functionalized cyclic organic carbonates and related heterocycles have emerged as highly versatile heterocyclic substrates for ring‐opening and decarboxylative catalytic transformations allowing for the development of new stereo‐ and enantioselective C−N, C−O, C−C, C−S and C−B bond formation reactions. Transition‐metal‐mediated conversions have only recently been rejuvenated as powerful approaches towards the preparation of more complex molecules. This minireview will highlight the potential of cyclic carbonates and structurally related heterocycles with a focus on their synthetic value and the mechanistic manifolds that are involved upon their conversion. How to transform a ring: Functionalized cyclic carbonates and related heterocycles find increasing synthetic application, predominantly in transition‐metal catalysis. Vinyl‐ and alkynyl‐substituted substrates have been at the forefront with decarboxylative approaches being prevalent. An overview of recent developments towards new regio‐ and stereoselective transformations useful in fine chemical and pharma‐relevant synthesis is presented.