BoilingPoint:88-92°/0.2
EINECSNumber:246-494-3
MolecularWeight:331.11
SpecificGravity:1.068
Flashpoint:103°C(217°F)
HMISKey:2-2-1-X
Formula:C15H32Sn
RefractiveIndex:1.4846
Application:Reviewed.1
ConjugativelyallylatesalkylideneMeldrum’sacids.10
Generateshomoallylicamineswithaldehydesandamines.11
Allylatesbromidesandchloroethers.,2,3
RADIcalinitiationinduces1,2-additionofallyltinsandalkyliodidestoelectrondeficientalkenes.4
PolymerizationbyNattacatalyst-Et3Al-TiCl4.5
Convertsaldehydestohomoallylicalcoholsandiminestohomoallylicamines.6
Convertscombinationofaldehydeandaminetohomoallylicamines.7
Enantioselectivelygenerateshomoallylicaminesina3-componentreactionscheme.8
Addsenantioselectivelytoprochiralketonestoformhomoallylalcoholsingoodenantioselectively.9
Reference:1.Castellino,S.inEncyclopediaofReagentsforOrganicSynthesis1995,Volume1,125-128.
10. Duma,A.N.;Fillion,E.Org.Lett.2009,11,1919.
11.Narsaiah,A.etal.Synthesis,2010,1609.
2.Corey,E.etal.TetrahedronLett.1990,31,3715.
3.Keck,G.etal.J.Am.Chem.Soc.1982,104,5829.
4.Mizuno,K.etal.F&F:Vol.14,p16;J.Am.Chem.Soc.1988,110,1288.
5.Montecatini.Soc.Chem.Abstr.53,1837;Ital.Patent589,299,1959.
6.Shen,W.etal.TetrahedronLett.2008,49,4047.
7.Kalita,P.K.;Phukan,P.TetrahedronLett.2008,49,5495.
8.Li,X.etal.Chem.Eur.J.200814,4796.
9.Lu,J.etal.TetrahedronLett.2005,46,7435.
Fieser:F&F:Vol.9,p8;Vol.11,p15;Vol.12,p21;Vol.13,p.10;Vol.14,p.14;Vol.16,p.7;Vol.17,p12.