13557-24-9Relevant articles and documents
Preparation and reactions of functionalized magnesium carbenoids
Avolio, Salvatore,Malan, Christophe,Marek, Ilan,Knochel, Paul
, p. 1820 - 1822 (2007/10/03)
New functionalized magnesium carbenoids bearing an ester function have been prepared via an iodine-magnesium exchange reaction. These new carbenoids react with various electrophiles (60-88% yield). A substituted magnesium carbenoid has been prepared by su
Thioalkylation of Enolates, IV. α-Alkylidenecyclopentanones by α-Alkylidation of Methyl 2-Oxocyclopentanecarboxylate
Arnecke, Ralf,Groth, Ulrich,Koehler, Thomas
, p. 891 - 894 (2007/10/02)
An α-alkylidation of cyclopentanone was achieved in two reaction steps in an overall yield of 20 to 79percent via a zinc chloride-catalyzed thioalkylation of the zinc enolate of methyl 2-oxocyclopentanecarboxylate (3) and subsequent saponification/desulfurization of the β-(phenylthio) ketone intermediates 5.For the saponification/desulfurization step DABCO proved to be the reagent of choice and superior to the use of alkali or magnesium halides. - Key Words: Zinc enolates, thioalkylation of / Cyclopentanones, α-alkylidene
ZINC(II)-CHLORIDE INDUCED THIOALKYLATION OF ALUMINIUM ENOLATES; ENANTIOSELECTIVE SYNTHESIS OF ESTRADIOL-3-METHYL-17-tert-BUTYL DIETHER
Groth, Ulrich,Koehler, Thomas,Taapken, Thomas
, p. 7583 - 7592 (2007/10/02)
Zinc(II)-chloride induced thioalkylation of the aluminium enolate 6 generated by conjugate reduction of the enone 5 leads - directly or via its trimethylsilylenol ether 6 - to alkylated hydrindanones 10 which are important intermediates in the synthesis o