Intramolecular cyclization of an allenic grignard reagent
β Scribed by Herman G. Richey Jr.; Walter C. Kossa Jr.
- Publisher
- Elsevier Science
- Year
- 1969
- Tongue
- French
- Weight
- 102 KB
- Volume
- 10
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
β¦ Synopsis
A ready intramolecular addition of the Grignard function of the 3,4-pentadien-l-y1 Grignard reagent (2) to an allenic double bond furnished the l-cyclopropylvinyl Grignard reagent (5).
* The structure of this new compound is consistent with its elemental analysis and ir and nmr spectra.
π SIMILAR VOLUMES
Cyclizatlon of unsaturated Grignard reagents (or the reverse reactlon, ring cleavage of strained cyclx Grlgnard reagents) has been studled m a range of systems, 1-12 but the detalled mechanism has yet to be establlshed 13 We earlier reported that cycllzatlon of & 1s retarded ~a.
XI. 86
Attempts to reduce the carbonyl group of 3-propargyl-3,4-dihydro-4-oxoquinaxollne CIl with LiAlH4 only afforded the allene II [cf. cl)]. liken I was reacted with sodium in ethanol, the same rearrangement took place and the allene II, together with some other products, was isolated