Concepedia

Reversible C–C bond formation: solid state structure of the aldol-like addition product of adamantanone to a 1,5-diazapentadienyllithium, and its solution state retro-aldol dissociationElectronic supplementary information (ESI) available: preparative and characterization details. See http://www.rsc.org/suppdata/cc/b2/b211745b/

Lee-Jon Ball, Anthony P. Dickie, Francis S. Mair, David A. Middleton, Robin G. Pritchard

Chemical Communications · 2003 · 12 citations · 16 references

DOI

Concepts

Abstract

Analysis of crystals of the lithium complex of the tripodal ligand formed upon addition of adamantanone to a 1,5 diazapentadienyllithium complex reveals a long C-C bond which ruptures upon dissolution in non-co-ordinating solvents.

References

16

Chemistry of carbanions. XXIII. Use of metal complexes to control the aldol condensation

Herbert O. House, David S. Crumrine, A. Y. TERANISHI et al. · Journal of the American Chemical Society · 1973 · 445 citations

, , +12

Acyclic Stereocontrol Through the Aldol Condensation

Clayton H. Heathcock · Science · 1981 · 152 citations

, , +10

Stereoselection in the aldol condensation

William A. Kleschick, Charles T. Buse, Clayton H. Heathcock · Journal of the American Chemical Society · 1977 · 151 citations

, , +16

Transition structures for the aldol reactions of anionic, lithium, and boron enolates

Yi Li, Michael N. Paddon‐Row, K. N. Houk · The Journal of Organic Chemistry · 1990 · 140 citations

, , +17

X-ray crystal structures of lithium, sodium, and potassium enolates of pinacolone

Paul G. Williard, Gene B. Carpenter · Journal of the American Chemical Society · 1986 · 133 citations

, , +18