30099-53-7Relevant academic research and scientific papers
Rhodium-catalyzed approach to Mannich-type products using aldimine, α,β-unsaturated ester, and hydrosilane
Muraoka, Takako,Kamiya, Shin-Ichi,Matsuda, Isamu,Itoh, Kenji
, p. 1284 - 1285 (2002)
A rhodium-catalyzed method for the synthesis of β-amino esters was accomplished in a one-pot procedure from aldimine, α,β-unsaturated ester and hydrosilane.
Diastereoselective Synthesis of syn-β-Lactams Using Rh-Catalyzed Reductive Mannich-Type Reaction of α,β-Unsaturated Esters
Isoda, Motoyuki,Sato, Kazuyuki,Funakoshi, Masato,Omura, Keiko,Tarui, Atsushi,Omote, Masaaki,Ando, Akira
, p. 8398 - 8405 (2015/09/01)
The combination of Et2Zn and RhCl(PPh3)3 led to the facile generation of a rhodium-hydride complex (Rh-H) that catalyzed the 1,4-reduction of α,β-unsaturated esters. The resulting rhodium enolate performed as a Reformatsky-type reagent and reacted with various imines to give syn-β-lactams in good to excellent yields with high diastereoselectivity.
Stereodefined homopropargyl amines by tandem nucleophilic addition/fragmentation of dihydropyridone triflates
Tummatorn, Jumreang,Dudley, Gregory B.
, p. 158 - 160 (2011/03/20)
Dihydropyridone (DHPD) triflates undergo nucleophile-triggered fragmentation to provide homopropargyl amine derivatives, the stereochemistry of which is defined by starting from readily available β-amino esters.
Asymmetric 13-dipolar cycloaddition of nitrones with ketene acetals catalyzed by chiral oxazaborolidines
Seerden, Jean-Paul G.,Schotte Op Reimer, Anita W. A.,Scheeren, Hans W.
, p. 4419 - 4422 (2007/10/02)
Asymmetric 1,3-dipolar cycloaddition of nitrones with ketene acetals is strongly catalyzed by chiral oxazaborolidines derived from N-tosyl-L-α-amino acids. The 5,5-dialkoxyisoxazolidines are obtained regioselectivity in high yield with high stereoselectiv
Synthesis in dry media coupled with microwave irradiation: Application to the preparation of β-aminoesters and β-lactams via silyl ketene acetals and aldimines
Texier-Boullet, Francoise,Latouche, Regine,Hamelin, Jack
, p. 2123 - 2126 (2007/10/02)
According to the reaction conditions, silyl ketene acetals react with aldimines to give β-aminoesters (montmorillonite clay K10, or para-toluenesulfonic acid) or β-lactams (KF/18 crown-6) in a few minutes under microwave irradiation.
LiClO4-Catalyzed Nucleophilic Addition to α-Chiral Aldehydes, Aldimines, and Oxiranes
Ipaktschi, Junes,Heydari, Akbar
, p. 1905 - 1912 (2007/10/02)
The diastereoselectivity of lithium perchlorate-induced addition of trimethylsilyl cyanide and O-silylated ketene acetals to α-chiral aldehydes is studied.Whereas aldehyde 1 reacts with the ketene acetal 2 exclusively to form the syn-ester 3, a divergent
A convenient diastereoselective synthesis of β-aminodithioesters from mono-S-trimethylsilyl ketene dithioacetals
Beslin,Marion
, p. 5339 - 5342 (2007/10/02)
In the presence of Lewis acid catalysts, mono-S-trimethylsilyl ketene dithioacetals reacted with imines to afford the corresponding β-aminodithioester in acceptable to good yields with anti relative selectivity.
A Convenient Method for Stereoselective Synthesis of β-Aminoesters. Iron(II) Iodide or Trityl Hexachloroantimonate as an Effective Catalyst in the Reaction of Ketene Silyl Acetals with Imines
Mukaiyama, Teruaki,Akamatsu, Hidekazu,Han, Jeong Sik
, p. 889 - 892 (2007/10/02)
In the presence of a catalytic amount of iron(II) iodide or trityl hexachloroantimonate, ketene silyl acetals smoothly react with imines to afford the corresponding β-aminoesters in good yields with anti-selectivities.
DIASTEREOSELECTION IN TRIMETHYLSILYL TRIFLUOROMETHANESULPHONATE CATALYZED REACTION OF SILYL KETENE ACETALS WITH IMINES
Guanti, Giuseppe,Narisano, Enrica,Banfi, Luca
, p. 4331 - 4334 (2007/10/02)
The trimethylsilyl trifluoromethanesulphonate catalyzed condensation of silyl ketene acetals with imines afforded β-amino esters with prevalent anti relative diastereoselectivity (up to 100percent).Some anti β-amino esters have been then cyclized to trans
