The effect of hmpa on the reactivity of epoxides, aziridines, and alkyl halides with organolithium reagents

Journal of the American Chemical Society

Volumn 124, Issue 45, 2002, Pages 13386-13387

  Reich, Hans J ^a   Sanders, Aaron W ^a   Fiedler, Adam T ^a   Bevan, Martin J ^a  

^a UNIVERSITY OF WISCONSIN MADISON   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AZIRIDINE DERIVATIVE; EPOXIDE; HALIDE; HEMPA; ORGANOLITHIUM COMPOUND;

ARTICLE; CALCULATION; COMPLEX FORMATION;

EID: 0037073221     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja026915q     Document Type: Article

References (31)

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29. Complex structure and cosolvents effects traceable to strong interactions between substrate and lithium cation have also been observed for the deprotonation of epoxides with amide bases: Ramírez, A.; Collum, D. B. J. Am. Chem. Soc. 1999, 127, 11114-11121.
30. 4 also had no effect on the rate of alkylation of 1, 2, or 3 with BuBr in THF.
31. 31P NMR spectroscopy at -125°C at 0.2-1.0 equiv of HMPA.