Competing radical, carbanion, and carbene pathways in the reactions of hindered primary alkyl halides with lithium dialkylamides

…, B Park, GS Patil, K Gadru, R Gurumurthy

Index: Ashby, E. C.; Park, B.; Patil, G. S.; Gadru, K.; Gurumurthy, R. Journal of Organic Chemistry, 1993 , vol. 58, p. 424 - 437

Full Text: HTML

Citation Number: 31

Abstract

A variety of methods were utilized to study the mechanism of reaction of 6-iodo-5, 5-dimethyl- 1-hexene and its bromo, chloro, and tosylate derivatives with LDA and several other lithium dialkylamides. In the reaction of 6-iodo-5, 5-dimethyl-l-hexene with LDA in THF, radical, carbanion, and carbene pathways occurred simultaneously. However, when the corresponding bromide was allowed to react with LDA, the radical pathway was minor and ...

Related Articles:

Organometallic chemistry and catalysis on gold metal surfaces

[Angelici, Robert J. Journal of Organometallic Chemistry, 2008 , vol. 693, # 5 p. 847 - 856]

An efficient, scaleable procedure for the conversion of esters to isoxazoles

[Bunnelle; Singam; Narayanan; Bradshaw; Liou Synthesis, 1997 , # 4 p. 439 - 442]

PHOTOCATALYTIC FORMATION OF SCHIFF BASES FROM PRIMARY AMINES BY PLATINIZED-TiO 2 SUSPENSION IN ACETONITRILE

[Ohtani, Bunsho; Osaki, Haruyoshi; Nishimoto, Sei-Ichi; Kagiya, Tsutomu Chemistry Letters, 1985 , p. 1075 - 1078]

Synthesis, Structure and Theoretical Studies of the Hydrido Inverse Crown [K2Mg2 (NiPr2) 4 (μ??H) 2·(toluene) 2]: a Rare Example of a Molecular Magnesium Hydride …

[Andrikopoulos, Prokopis C.; Armstrong, David R.; Kennedy, Alan R.; Mulvey, Robert E.; O'Hara, Charles T.; Rowlings, Rene B. European Journal of Inorganic Chemistry, 2003 , # 18 p. 3354 - 3362]

PHOTOCATALYTIC FORMATION OF SCHIFF BASES FROM PRIMARY AMINES BY PLATINIZED-TiO 2 SUSPENSION IN ACETONITRILE

[Ohtani, Bunsho; Osaki, Haruyoshi; Nishimoto, Sei-Ichi; Kagiya, Tsutomu Chemistry Letters, 1985 , p. 1075 - 1078]

More Articles...