90013-12-0Relevant academic research and scientific papers
Highly Enantioselective Iridium-Catalyzed Hydrogenation of Conjugated Trisubstituted Enones
Peters, Bram B. C.,Jongcharoenkamol, Jira,Krajangsri, Suppachai,Andersson, Pher G.
, p. 242 - 246 (2021/01/13)
Asymmetric hydrogenation of conjugated enones is one of the most efficient and straightforward methods to prepare optically active ketones. In this study, chiral bidentate Ir-N,P complexes were utilized to access these scaffolds for ketones bearing the stereogenic center at both the α- and β-positions. Excellent enantiomeric excesses, of up to 99%, were obtained, accompanied with good to high isolated yields. Challenging dialkyl substituted substrates, which are difficult to hydrogenate with satisfactory chiral induction, were hydrogenated in a highly enantioselective fashion.
Deaminative and decarboxylative catalytic alkylation of amino acids with ketones
Kalutharage, Nishantha,Yi, Chae S.
supporting information, p. 13651 - 13655 (2014/01/06)
It cuts two ways: The cationic [Ru-H] complex catalyzes selective coupling of α- and β-amino acids with ketones to form α-alkylated ketone products. The reaction involves C-C and C-N bond cleavage which result in regio- and stereoselective alkylation using amino acids. A broad substrate scope and high functional-group tolerance is demonstrated. Copyright
Highly enantioselective synthesis of optically active ketones by iridium-catalyzed asymmetric hydrogenation
Lu, Sheng-Mei,Bolm, Carsten
supporting information; experimental part, p. 8920 - 8923 (2009/05/30)
(Chemical Equation Presented) Close to perfect enantioselectivity (up to 99% ee, see scheme) is found for the formation of α-substituted ketones by the asymmetric hydrogenation of enones with an iridium-phosphinooxazoline catalyst. In an operationally simple process, both linear and cyclic substrates react well and afford the desired products in high yields. A wide variety of substituents are tolerated, thus making the method synthetically appealing.
HIGHLY ENANTIOSPECIFIC AND ERYTHRO-SELECTIVE -WITTIG REARRANGEMENT OF ENANTIOMERICALLY ENRICHED ALLYLIC BENZYL ETHERS. A NEW, FORMAL CHIRAL SYNTHESIS OF l-EPHEDRINE
Sayo, Noboru,Kitahara, Ei-ichiro,Nakai, Takeshi
, p. 259 - 262 (2007/10/02)
The -Wittig rearrangement of chiral (Z)-allylic benzyl ethers provides 94-97percent of asymmetric transfer (enantiospecificity), along with 90-96percent of erythro-selectivity.Its synthetic potential is illustrated through the stereocontrolled synthe
