L-selectride

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L-selectride
IUPAC name
Identifiers
CAS number [38721-52-7]
SMILES
Properties
Molecular formula C12H28BLi
Molar mass 190.10 g/mol
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox references

L-selectride, is an organic compound. It is used in organic chemistry as a reducing agent, for example in the reduction of a ketone, as part of Overman's synthesis of strychnine.[1]

L-selectride reduces enones by conjugate addition of hydride, since it is too bulky to attack directly at the carbonyl carbon.[2]

N-selectride and K-selectride is the same compound but instead of lithium as cation they have sodium and potassium cations respectively.

[edit] References

  1. ^ S. D. Knight, L. E. Overman and G. Pairaudeau (1993). "Synthesis applications of cationic aza-Cope rearrangements. 26. Enantioselective total synthesis of (-)-strychnine". J. Am. Chem. Soc. 115 (20): 9293–9294. doi:10.1021/ja00073a057. 
  2. ^ J. P. Clayden, N. Greeves, S. G. Warren, P. D. Wothers (2000), Organic Chemistry (1st ed.), Oxford: Oxford University Press, p. 685, ISBN 978-0-19-850346-0 
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