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Enantiomerically pure ketals: diastereofacial selectivity in the halogenation of enol ethers

✍ Scribed by Giordano, Claudio; Coppi, Laura; Restelli, Angelo


Book ID
124096820
Publisher
American Chemical Society
Year
1990
Tongue
English
Weight
419 KB
Volume
55
Category
Article
ISSN
0022-3263

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A rationale of diastereofacial selection
✍ Kiyoshi Tomioka; Kōsuke Yasuda; Hisashi Kawasaki; Kenji Koga πŸ“‚ Article πŸ“… 1986 πŸ› Elsevier Science 🌐 French βš– 254 KB

Ratios of the diastereomers 4 and 5 in the alkylation of the endocyclic enolates 3 with chirality at the B-position were highly dependent on the steric bulkiness of R1 and R2. It was clarified that, when the allylic strain considerations are acknowledged in 3, the diastereofacial selection is succes