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.
Intramolecular cyclizations of acetylenic grignard reagents
โ Scribed by Herman G. Richey Jr.; Alan M. Rothman
- Publisher
- Elsevier Science
- Year
- 1968
- Tongue
- French
- Weight
- 207 KB
- Volume
- 9
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
๐ 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.
Reaction of 6-bromo-l-trimethylsilyl-l-hexyne with magnesium affords the corresponding Grignard reagent whose C-Mg bond intramolecularly adds to the trimethylsilylacetylene moiety in 5-Exo-Dig manner and suprafacially. The reaction can be applied to the synthesis of some cycloalkanes having stereode