Projects per year
Abstract
Herein, we describe the development of a photoredox‐catalyzed decarboxylative radical addition–polar cyclization cascade approach to functionalized cyclopropanes. Reductive termination of radical–polar crossover reactions between aliphatic carboxylic acids and electron‐deficient alkenes yielded carbanion intermediates that were intercepted in intramolecular alkylations with alkyl chlorides appended to the alkene substrate. The mild conditions, which make use of a readily available organic photocatalyst and visible light, were demonstrated to be amenable to a broad range of structurally complex carboxylic acids and a wide variety of chloroalkyl alkenes, demonstrating exquisite functional group tolerance.
Original language | English |
---|---|
Pages (from-to) | 15430-15434 |
Number of pages | 6 |
Journal | Angewandte Chemie - International Edition |
Volume | 57 |
Issue number | 47 |
Early online date | 25 Oct 2018 |
DOIs | |
Publication status | Published - 19 Nov 2018 |
Keywords
- photoredox catalysis
- Cyclopropanes
- carboxylic acids
- radical-polar crossover
- decarboxylation
Fingerprint
Dive into the research topics of 'Synthesis of Functionalized Cyclopropanes from Carboxylic Acids via a Radical Addition-Polar Cyclization Cascade'. Together they form a unique fingerprint.Projects
- 2 Finished
-
FRESCO: Efficient, Flexible Synthesis of Molecules with Tailored Shapes: from Photoswitchable Helices to anti-Cancer Compounds
Aggarwal, V. K. (Principal Investigator)
1/10/15 → 31/03/21
Project: Research
-
Changing the Synthesis Landscape with Boron at the Helm: from Chiral Organometallics to Assembly Line Synthesis
Aggarwal, V. K. (Principal Investigator)
14/05/12 → 13/01/18
Project: Research
Student theses
-
Decarboxylative Radical Additions to Vinyl Boronic Esters
Mega, R. S. (Author), Aggarwal, V. (Supervisor), 29 Sept 2020Student thesis: Doctoral Thesis › Doctor of Philosophy (PhD)
File -
Synthesis of Functionalised Cyclopropanes from Carboxylic Acids via a Radical Addition–Polar Cyclisation Cascade
Andreassen, B. (Author), Aggarwal, V. (Supervisor), 19 Mar 2019Student thesis: Master's Thesis › Master of Science by Research (MScR)
File
Profiles
-
Professor Varinder K Aggarwal
- School of Chemistry - Alfred Capper Pass Chair of Chemistry
Person: Academic