Structures in solution of 1-azaallyllithium analogs

L. M. Jackman, L. M. Scarmoutzos

Research output: Chapter in Book/Report/Conference proceedingConference contribution

1 Scopus citations

Abstract

1-Azzaallyllithium reagents (lithium enamides) offer several advantages over the corresponding enolates in organic synthesis. In particular, they usually undergo monoalkylation and, furthermore, they have provided the basis of several methods for asymmetric syntheses which proceed with high enantioselectivity. Since it is known that the chemistry of lithium enolates in weakly polar aprotic solvents is intimately related to the phenomenon of ion pair aggregation it is reasonable to anticipate similar behavior for lithium enamides. For this reason, we have carried out an investigation of the structures in ether solvent of lithium anilides, indolinides, and tetrahydroquinolides which serve as close models for the more reactive lithium enamides.

Original languageEnglish (US)
Title of host publicationAmerican Chemical Society, Division of Petroleum Chemistry, Preprints
PublisherACS
Pages611-614
Number of pages4
Volume30
Edition4
Publication statusPublished - Sep 1985
Externally publishedYes

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ASJC Scopus subject areas

  • Fuel Technology

Cite this

Jackman, L. M., & Scarmoutzos, L. M. (1985). Structures in solution of 1-azaallyllithium analogs. In American Chemical Society, Division of Petroleum Chemistry, Preprints (4 ed., Vol. 30, pp. 611-614). ACS.