34239-39-9Relevant academic research and scientific papers
Irreversible aldolization of ketones with bisdicyclohexylboron enediolates
Ramachandran, P. Veeraraghavan,Otoo, Barnabas
supporting information, (2019/09/19)
Unlike the reported reversible addition of ketone enolborinates to ketones, the aldolization of ketones with bisboron enediolates derived from carboxylic acids proceeds without difficulty. A variety of α,β,β-trisubstituted-β-hydroxy acids have been thus s
SYNTHETIS OF CYCLIC AND ACYCLIC β,γ-UNSATURATED CARBOXYLIC ACIDS VIA AN E1-TYPE IONIZATION/ELIMINATION OF β-LACTONES
Black, T. Howard,Eisenbeis, Shane A.,McDermott, Todd S.,Maluleka, Stephen L.
, p. 2307 - 2316 (2007/10/02)
Cyclic and acyclic ketones were converted in three steps into 3-alkenoic acids, bearing a variety of substituents in the α-position.The sequence, involving ionization/elimination of a β-lactone, affords high yields of pure products uncontaminated with conjugated isomers.Support for an E1-type mechanism is also provided.
AN EFFICIENT, HIGHLY REGIOSELECTIVE SYNTHESIS OF SUBSTITUTED (1-CYCLOHEXENYL) ACETIC ACID DERIVATIVES VIA IONIZATION/ELIMINATION OF β-LACTONES
Black, T. Howard,Maluleka, Stephen L.
, p. 531 - 534 (2007/10/02)
When treated with magnesium bromide, spiro β-lactones undergo an ionization/elimination reaction to afford cyclohexenyl acetic acid derivatives in high yield and isomeric purity.
CHIRAL PROPIONATE ENOLATE EQUIVALENT FOR STEREOSELECTIVE ADDITIONS TO SYMMETRICAL KETONES
Ambler, Philip W.,Davies, Stephen G.
, p. 2129 - 2130 (2007/10/02)
The copper enolate derived from (n5-C5H5)Fe(CO)(PPh3)COCH2CH3 reacts stereoselectively with symmetrical ketones to generate RR,SS-α-methyl-β-hydroxy acyl complexes which on decomplexation liberate the corresponding β-hydroxy acids.
Reaction de Reformatsky a froid avec des α-bromoesters-acetals. I. Une methode generale pour la synthese des β-hydroxyacides a partir des α-bromoesters de tetrahydropyrannyle (Note de laboratoire)
Bogavac, M.,Arsenijevic, L.,Arsenijevic, V.
, p. 145 - 147 (2007/10/02)
The readily accessible tetrahydropyranyl esters of α-bromoacids can be used in the Reformatsky reaction for the preparation of β-hydroxyacids.The reaction is generally carried out in cold tetrahydrofuran.The β-hydroxyacids can be easily obtained by stirring the cold solution of their tetrahydropyranyl esters with dilute hydrochloric acid.
