Reduction of tj-methyl-4,5-secoandrost3-yn-5-en-7-one, 1, to 5 p-methyl-4,5-secoandrost-3-yn-7-one, 4, is shown by deuterium labelling to proceed via 7 hydrogen transfer when CloHsNa is used whereas Na/NH3 traps the intermediate radical anion by reduction to a dianion.
✦ LIBER ✦
Alkali metal reductions of epoxides, ketals, and related heterocycles. Intermediacy of carbanions
✍ Scribed by Kaiser, Edwin M.; Edmonds, Charles G.; Grubb, Stephen D.; Smith, James W.; Tramp, Donna
- Book ID
- 126124307
- Publisher
- American Chemical Society
- Year
- 1971
- Tongue
- English
- Weight
- 853 KB
- Volume
- 36
- Category
- Article
- ISSN
- 0022-3263
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