Reductive cleavage of 2-methyleneoxetanes with lithium and 4,4′-di-tert-butylbiphenyl
✍ Scribed by Mehrnoosh Hashemzadeh; Amy R. Howell
- Book ID
- 108379616
- Publisher
- Elsevier Science
- Year
- 2000
- Tongue
- French
- Weight
- 112 KB
- Volume
- 41
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
📜 SIMILAR VOLUMES
The reaction of N-phenylazetidine la with an excess of lithium powder aud a catalytic amount of 4#-ditert-butylbiphenyl (5 mol 56) in THF at -15°C leads to~rrespondiag diauion 2a, which by treatment with different electrophiles (H$I, Dfl, BuKJHO, PhCHO. (CH&CO. PhCH=NPh. CO2) yields, aftez hydrolysi
When 2-methylene-3-phenyloxetane (4) was treated with excess lithium and DTBB (cat.), lactone 6 was isolated as an unexpected product in high yield. It is postulated that 6 arises from a coupling of a radical enolate derived from 4 and the enolate of acetaldehyde, a product of THF decomposition unde