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Ring Opening of Bicyclo[3.1.0]hexan‐2‐ones: A Versatile Synthetic Platform for the Construction of Substituted Benzoates
- Source :
- Angewandte Chemie International Edition. 54:11835-11838
- Publication Year :
- 2015
- Publisher :
- Wiley, 2015.
-
Abstract
- Described is the development of a highly efficient 2π disrotatory ring-opening aromatization sequence using bicyclo[3.1.0]hexan-2-ones. This unprecedented transformation efficiently proceeds under thermal conditions and allows facile construction of uniquely substituted and polyfunctionalized benzoates. In the presence of either amines or alcohols formation of substituted anilines or ethers, respectively, is achieved. Additionally, the utility of this method was demonstrated in a short synthesis of sekikaic acid methyl ester.
Details
- ISSN :
- 15213773 and 14337851
- Volume :
- 54
- Database :
- OpenAIRE
- Journal :
- Angewandte Chemie International Edition
- Accession number :
- edsair.doi.dedup.....10f0809159d73165b3856426d6a34259