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Recent Advances in Ring‐Opening Functionalization of Cycloalkanols by C–C σ‐Bond Cleavage.
- Source :
-
Chemical Record . Jun2018, Vol. 18 Issue 6, p587-598. 12p. - Publication Year :
- 2018
-
Abstract
- Abstract: Cycloalkanols prove to be privileged precursors for the synthesis of distally substituted alkyl ketones and polycyclic aromatic hydrocarbons (PAHs) by virtue of cleavage of their cyclic C−C bonds. Direct functionalization of cyclobutanols to build up other chemical bonds (e. g., C−F, C−Cl, C−Br, C−N, C−S, C−Se, C−C, etc.) has been achieved by using the ring‐opening strategy. Mechanistically, the C−C cleavage of cyclobutanols can be involved in two pathways: (a) transition‐metal catalyzed β‐carbon elimination; (b) radical‐mediated ‘radical clock’‐type ring opening. The recent advances of our group for the ring‐opening functionalization of tertiary cycloalkanols are described in this account. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 15278999
- Volume :
- 18
- Issue :
- 6
- Database :
- Academic Search Index
- Journal :
- Chemical Record
- Publication Type :
- Academic Journal
- Accession number :
- 130267520
- Full Text :
- https://doi.org/10.1002/tcr.201700090