169271-04-9Relevant academic research and scientific papers
Direct use of esters in the Mukaiyama aldol reaction: A powerful and convenient alternative to aldehydes
Inamoto, Yoshihiro,Nishimoto, Yoshihiro,Yasuda, Makoto,Baba, Akio
supporting information; experimental part, p. 1168 - 1171 (2012/04/04)
An indium triiodide catalyst promoted the direct transformation from esters to β-hydroxycarbonyl compounds using hydrosilanes and silyl enolates by a one-stage process. Various esters were applicable, and the high chemoselectivity of this system brings compatibility to many functional groups: alkenyl, alkynyl, chloro, and hydroxy.
Decarboxylative aldol reactions of allyl β-keto Esters via heterobimetallic catalysis
Lou, Sha,Westbrook, John A.,Schaus, Scott E.
, p. 11440 - 11441 (2007/10/03)
Mild and selective heterobimetallic-catalyzed decarboxylative aldol reactions involving allyl β-keto esters have been developed. The reaction is promoted by Pd(0)- and Yb(III)-DIOP complexes at room temperature and involves the in situ formation of a ketone enolate from allyl β-keto esters followed by addition of the enolate to aldehydes. The reaction is a new example of heterobimetallic catalysis in which the optimized reaction conditions require the addition of both metals. Copyright
Reformatsky-type reaction of α-haloketones promoted by titanium tetraiodide
Shimizu, Makoto,Kobayashi, Fumiko,Hayakawa, Ryuuichirou
, p. 9591 - 9595 (2007/10/03)
Titanium(IV) tetraiodide induces a Reformatsky-type reaction of α-iodoketones with carbonyl compounds to give β-hydroxy ketones in good to high yields.
Diastereoselective aldol and reformatsky reactions of α-halo carbonyl compounds and aldehydes mediated by Titanium(II) Chloride
Kagayama,Igarashi,Shiina,Mukaiyama
, p. 2579 - 2585 (2007/10/03)
Highly diastereoselective aldol reactions of α-bromo ketones with several aldehydes were successfully carried out by using a combination of titanium(II) chloride and copper or sodium iodide in dichloromethane-pivalonitrile at low temperature. Similarly, Reformatsky reactions of α-bromo thioester with aliphatic aldehydes proceeded to afford β-hydroxy thioesters in good yields under mild conditions.
