25308-83-2Relevant academic research and scientific papers
Liebeskind-Srogl cross-coupling on γ-carboxyl-γ-butyrolactone derivatives: Application to the side chain of amphidinolides C and F
Fenneteau, Johan,Vallerotto, Sara,Ferrié, Laurent,Figadère, Bruno
supporting information, p. 3758 - 3761 (2015/06/08)
The synthetic approach for the C20-C29 and C20-C34 fragments of amphidinolide F and C was based on an original Liebeskind-Srogl cross-coupling reaction with a glutamic acid-derived building-block. Further highly diastereoselective reduction of the ketone was achieved by using an uncommon Ph3SiH/TBAF/HMPA system. The amphidinolide C side chain was built through a reductive elimination of chiral epoxide to install the stereogenic center at C29.
Asymmetrical ene reaction of 2-methylpropene with 2,3-dichloropropanal and chloral in the presence of chiral methyloxyaluminum dichloride
Akhmedov, M.A.,Akhmedov, I.M.,Musaeva, Kh.E.,Sardarov, I.K.,Kostikov, R.R.,Menchikov, L.G.
, p. 2037 - 2039 (2007/10/02)
The catalytic ene reaction of 2-methylpropene with 2,3-dichloropropanal and chloral was carried out in the presence of l-methyloxyaluminum dichloride, leading to optically active homoallylic chlorohydrins with good enantiomeric purity.
Process for the preparation of unsaturated geminal dihalogen compounds
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, (2008/06/13)
The invention relates to a new process for preparing unsaturated geminal dihalogen compounds. More particularly, the invention concerns a process for preparing compounds of the formula (I) STR1 wherein X is halogen, R1 is a straight or branched chained alkenyl group having 2 to 6 carbon atoms, by clearing the corresponding 1-substituted 2,2,2-trihaloethylesters.
(2,2-Disubstituted vinyl)γ-butyrolactones
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, (2008/06/13)
(2,2-Disubstituted vinyl)-γ-butyrolactones of the formula: STR1 in which R1 and R2 are hydrogen or C1 -C6 alkyl, preferably methyl, R3 and R4 are hydrogen, C1 -C6 alkyl, preferably methyl, or halogen, or, together with the carbon atom to which they are attached, form a cycloalkyl group, and R5 is C1 -C6 alkyl, are prepared by condensing an epoxide of the formula: STR2 with a malonic acid ester of the formula: STR3 in a basic medium. The butyrolactones of formula I are valuable intermediates for the synthesis of synthetic pyrethroids having insecticidal activity.
Electrochemical synthesis of insecticide intermediates
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, (2008/06/13)
1,1,1-Trihalo-4-methylpentenes, carrying 2-substituents selected from those conjugate bases of Bronsted acids which are leaving groups in beta eliminations, are reduced electrochemically to 1,1-dihalo-4-methylpentadienes, intermediates in the synthesis of pyrethroid insecticides.
