L-selectride

L-selectride

Chembox new
ImageFile = L-selectride.gif
ImageSize =
IUPACName = lithium tri-sec-butyl(hydrido)borate(1-)
OtherNames =
Section1 = Chembox Identifiers
CASNo = 38721-52-7
PubChem =
SMILES = [Li+] .CCC(C) [BH-] (C(C)CC)C(C)CC
Section2 = Chembox Properties
Formula = C12H28BLi
MolarMass = 190.10 g/mol
Appearance =
Density =
MeltingPt =
BoilingPt =
Solubility =
Section3 = Chembox Hazards
MainHazards =
FlashPt =
Autoignition =

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. [cite journal | author = S. D. Knight, L. E. Overman and G. Pairaudeau | title = Synthesis applications of cationic aza-Cope rearrangements. 26. Enantioselective total synthesis of (-)-strychnine | year = 1993 | journal = J. Am. Chem. Soc. | volume = 115 | issue = 20 | pages = 9293–9294 | doi = 10.1021/ja00073a057]

L-selectride reduces enones by conjugate addition of hydride, since it is too bulky to attack directly at the carbonyl carbon. [cite book
last=Clayden
first=Jonathan
authorlink=:en:Jonathan Clayden
coauthors=Nick Greeves, Stuart Warren, Peter Wothers
title=Organic Chemistry
origyear=2001
edition=
publisher=Oxford University Press
isbn=0-19-850346-6
pages=p. 685
chapter=Alkylation of enolates]

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

References


Wikimedia Foundation. 2010.

Игры ⚽ Поможем написать курсовую

Look at other dictionaries:

  • Sodium borohydride — Sodium borohydride …   Wikipedia

  • Organoborane — PropertiesThe C B bond has low polarity (the difference in electronegativity 2.55 for carbon and 2.04 for boron) and therefore alkyl boron compounds are in general stable though easily oxidized. Vinyl groups and aryl groups donate electrons and… …   Wikipedia

  • Danishefsky Taxol total synthesis — overview from raw material perspective The Danishefsky Taxol total synthesis in organic chemistry is an important third Taxol synthesis published by the group of Samuel Danishefsky in 1996 [1] two years after the first two efforts …   Wikipedia

  • Galanthamine total synthesis — ; 2006; 106(1) pp 116 133; (Review) DOI|10.1021/cr040415t] The natural source of galantamine are certain species of daffodil and because these species are scarce and because the isolation of galanthamine from daffodil is expensive (a 1996 figure… …   Wikipedia

  • Mukaiyama Taxol total synthesis — overview from raw material perspective The Mukaiyama taxol total synthesis published by the group of Teruaki Mukaiyama of the Tokyo University of Science between 1997 and 1999 was the 6th successful taxol total synthesis. The total synthesis of… …   Wikipedia

  • Borohidruro de sodio — Saltar a navegación, búsqueda Borohidruro de sodio Nombre IUPAC Tetrahidruroborato de sodio Otros nombres …   Wikipedia Español

  • Carbonyl reduction — synthesis of an alcohol by ester reduction Carbonyl reduction in organic chemistry is the organic reduction of any carbonyl group containing compound by a reducing agent. Typical carbonyl compounds are ketones , aldehydes, carboxylic acids and… …   Wikipedia

  • Organoboron chemistry — Organoboron Organoborane or organoboron compounds are chemical compounds that are organic derivatives of BH3, for example trialkyl boranes. Organoboron chemistry or organoborane chemistry is the chemistry of these compounds.[1] …   Wikipedia

  • Compuesto de organoboro — Estructura general de un organoborano donde R es un radical orgánico. Los compuestos de organoboro u organoboranos son compuestos químicos orgánicos derivados del BH3, por ejemplo, los trialquilboranos. La química de los compuestos de organoboro… …   Wikipedia Español

Share the article and excerpts

Direct link
… Do a right-click on the link above
and select “Copy Link”