Alkoxyvinyl thionium ions in intramolecular 4 + 3 cycloaddition reactions
โ Scribed by Harmata, Michael; Fletcher, Vernon R.; Claassen, R. J.
- Book ID
- 126428919
- Publisher
- American Chemical Society
- Year
- 1991
- Tongue
- English
- Weight
- 270 KB
- Volume
- 113
- Category
- Article
- ISSN
- 0002-7863
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๐ SIMILAR VOLUMES
Vinyl Oxocarbenium Ions in Intermolecular (4 + 3) Cycloaddition Reactions. -A general procedure for the application of acetals such as (I) in (4 + 3) cycloadditions is developed. The best Lewis acids are TiCl4 and SnCl4; mixtures of TiCl4 and Ti(OiPr)4 are also effective. -(HARMATA,
Treatmen~ of a THF solution of (E)-3 with n-BuLi followed by quenching with an electrophile generally re:mRs in regioselective alkylation alpha to the sulfone with the alkene possessing (E) stereochemistry in the major product. High selectivity for the (E) alkylation product can he achieved in the p