Journal
CHEMICAL REVIEWS
Volume 121, Issue 1, Pages 3-79Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.chemrev.0c00346
Keywords
-
Categories
Funding
- NSERC (Canada Research Chair programs)
- University of Toronto
- NSERC
Ask authors/readers for more resources
The carbon-carbon bond cleavage of cyclopropanols is a research hotspot, involving three main reactivity modes such as homoenolate chemistry, beta-keto radical chemistry, and acid-catalyzed ring-opening. Various methods for the C-C bond cleavage and functionalization of cyclopropanols are summarized, emphasizing their synthetic utility.
The carbon-carbon (C-C) bond cleavage of cyclopropanols is a wide area of research with much current activity. This review highlights new developments in this area over the past two decades. A summary is made of the three main reactivity modes, namely, homoenolate chemistry, beta-keto radical chemistry, and acid-catalyzed ring-opening, as well as all other methods for the C-C bond cleavage and functionalization of cyclopropanols, including base-mediated ring-opening, metal-catalyzed C-C insertions and eliminations, oxidative fragmentation using hypervalent iodine reagents, reactions of donor-acceptor cyclopropanols, and pericylic reactions. Emphasis is placed on the synthetic utility of cyclopropanols and related derivatives, which have emerged as unique three-carbon synthons.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available