33204-52-3Relevant articles and documents
LiAlH4-induced reductive dephosphonylation of αα-dialkyl triethyl β-phosphonyl esters: Mechanistic study and synthetic application
Zhu, Jia-Liang,Bau, Jr-Sheng,Shih, You-Cheng
, p. 863 - 866 (2012)
Treatment of αα-dialkyl triethyl β-phosphonyl esters with LiAlHin CHlTHF caused the one-pot dephosphonylation and reduction to yield the corresponding primary alcohols bearing a controllable β secondary carbon center. Mechanistic study has revealed that the LiAlHinduced dephosphonylation should occur first with the assistance of the carboxylate group, and the hydrogen source of the resultant new C-H bond is LiAlH. Georg Thieme Verlag Stuttgart . New York.
Asymmetric alkene cycloalumination by AlEt3, catalyzed with neomenthylindenyl zirconium η5-complexes
Parfenova, Lyudmila V.,Kovyazin, Pavel V.,Tyumkina, Tatyana V.,Berestova, Tatyana V.,Khalilov, Leonard M.,Dzhemilev, Usein M.
, p. 19 - 25 (2013/02/21)
The paper is devoted to a study of the reaction of terminal alkene cycloalumination by AlEt3 catalyzed with neomenthylindenyl zirconium complexes (p-S)(p-S)-bis[η5-[1-[(1S,2S,5R)-2-isopropyl-5- methylcycloh-exyl]indenyl]]zirconium dichloride (1) or (p-S)-(η5- cyclopentadienyl)[η5-[1-[(1S,2S,5R)-2-isopropyl-5- methylcyclohexyl]indenyl]]zirconium dichloride (2). It was shown that alkene and catalyst structures, as well as solvent, affect the overall yield and enantiomeric excess of the reaction product - 3-alkylsubstituted aluminacyclopentanes. The reaction of terminal alkenes with AlEt3, catalyzed by complex 1, in hydrocarbon solvents gives predominantly S-enantiomers of cyclic organoaluminum compounds with enantiomeric excess up to 37%. Complex 2 shows smaller stereoinduction effect and provides R-enantiomers of aluminacyclopentanes with 6-26%ee. The effectiveness of selenium-containing derivatizing reagent (R)-2-phenylselenopropanoic acid for the enantiomeric excess estimation in β-alkyl-1,4-butanediols obtained from cyclic organoaluminum compounds was shown.
