ChemInform Abstract: Stereoselective Epoxidation of 2-Arylidene-1-indanones and 2-Arylidene- 1-benzosuberones.
✍ Scribed by W. ADAM; J. HALASZ; Z. JAMBOR; A. LEVAI; C. NEMES; T. PATONAY; G. TOTH
- Book ID
- 112039818
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 30 KB
- Volume
- 27
- Category
- Article
- ISSN
- 0931-7597
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The relative configuration and stereochemistry of spiroepoxides prepared by dimethyldioxirane, alkaline hydrogen peroxide and m-chloroperoxybenzoic acid and of dione by-products were elucidated by various 'H and 13C NMR methods.
## Abstract 1,3‐Dipolar cycloaddition of __E__‐2‐arylidene‐1‐indanones 1a‐h and Z‐aurones 3a‐c with diazomethane provided __trans__‐spiro‐1‐pyrazolines 2a‐h and 4a‐c, respectively, as sole products. However, the same cycloaddition of Z‐1‐thioaurones 5a‐f afforded a mixture of Z‐α‐methyl‐1‐thioauron