Cyclization Reaction for the Synthesis of Polysubstituted Naphthalenes in the Presence of Au(I) Precatalysts
- Title
- Cyclization Reaction for the Synthesis of Polysubstituted Naphthalenes in the Presence of Au(I) Precatalysts
- Author
- 윤소원
- Keywords
- ACTIVATED METHYLENE-COMPOUNDS; NAPHTHYL KETONE DERIVATIVES; LEWIS-ACID; SUBSTITUTED NAPHTHALENES; REGIOSELECTIVE SYNTHESIS; ORGANIC TRANSFORMATIONS; INTRAMOLECULAR ADDITION; CLAISEN REARRANGEMENT; MEDIATED CYCLIZATION; UNACTIVATED OLEFINS
- Issue Date
- 2011-09
- Publisher
- AMER CHEMICAL SOC, 1155 16TH ST, NW, WASHINGTON, DC 20036 USA
- Citation
- Journal of Organic Chemistry, Vol.76, No.17 [2011], p7204-7215
- Abstract
- Au(I)-catalyzed cyclization of alkenyl carbonyl compounds leading to a variety of substituted naphthalenes has been developed. This process exploits a dual function of the Au(I) catalyst: (1) the oxophilic nature of the Au(I) catalyst, counterintuitive to the pi-acidic reactivities generally associated with Au catalysts, and (2) olefin isomerization supported by the outcome of isotope scrambling experiments. It cannot be completely excluded that TfOH is a true operative catalyst in this protocol. In view of the practicality, the unnecessity of isomerically pure starting material in this reaction is particularly attractive and valuable.
- URI
- https://pubs.acs.org/doi/abs/10.1021/jo201339zhttp://hdl.handle.net/20.500.11754/37426
- ISSN
- 0022-3263
- DOI
- 10.1021/jo201339z
- Appears in Collections:
- COLLEGE OF NATURAL SCIENCES[S](자연과학대학) > CHEMISTRY(화학과) > Articles
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