Journal
CHEMICAL SOCIETY REVIEWS
Volume 51, Issue 20, Pages 8652-8675Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d1cs01080h
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Funding
- DFG [AN 1064/4-1]
- Boehringer Ingelheim Foundation
- Nottingham Trent University
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This review provides an overview of the synthetic methods for ring contractions to form cyclopropanes, cyclobutanes, and cyclopentanes en route to structurally intriguing carbocycles.
Carbocycles are a key and widely present structural motif in organic compounds. The construction of structurally intriguing carbocycles, such as highly-strained fused rings, spirocycles or highly-functionalized carbocycles with congested stereocenters, remains challenging in organic chemistry. Cyclopropanes, cyclobutanes and cyclopentanes within such carbocycles can be synthesized through ring contraction. These ring contractions involve re-arrangement of and/or small molecule extrusion from a parental ring, which is either a carbocycle or a heterocycle of larger size. This review provides an overview of synthetic methods for ring contractions to form cyclopropanes, cyclobutanes and cyclopentanes en route to structurally intriguing carbocycles.
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