172477-04-2Relevant academic research and scientific papers
Highly enantioselective catalytic thiolysis of prochiral cyclic dicarboxylic anhydrides utilizing a bifunctional chiral sulfonamide
Honjo, Takashi,Sano, Shigeki,Shiro, Motoo,Nagao, Yoshimitsu
, p. 5838 - 5841 (2005)
(Chemical Equation Presented) A catalytic desymmetrization is achieved for various prochiral dicarboxylic anhydrides with yields of 87-100% and ee values of 83-98% through the title reaction (see scheme; Bn = benzyl). The bifunctional effect of the chiral sulfonamide catalyst was clarified on the basis of unsuccessful asymmetric induction by using the related chiral sulfonamides.
Nickel-Catalyzed Enantioselective Conjunctive Cross-Coupling of 9-BBN Borates
Chierchia, Matteo,Law, Chunyin,Morken, James P.
supporting information, p. 11870 - 11874 (2017/09/06)
Catalytic enantioselective conjunctive cross-coupling between 9-BBN borate complexes and aryl electrophiles can be accomplished with Ni salts in the presence of a chiral diamine ligand. The reactions furnish chiral 9-BBN derivatives in an enantioselective fashion and these are converted to chiral alcohols and amines, or engaged in other stereospecific C?C bond forming reactions.
An easy access to enantio-enriched α-substituted aldehydes by carbolithiation of β-phenyl or β-silyl-α,β-ethylenic aldehydes, protected with the monolithioamide of a chiral diamine
Brémand, Nathalie,Mangeney, Pierre,Normant, Jean F.
, p. 1883 - 1885 (2007/10/03)
Lithium amide derived from N,N,N′-trimethyl-1,2-diphenylethanediamine converts cinnamaldehyde to a lithium alkoxyamide which undergoes a regio- and stereoselective carbolithiation upon addition of various organolithiums. Subsequent hydrolysis or trapping with MeI delivers α-mono-, or α,β-disubstituted 3-phenylpropanals with e.e.s of 76-96%. Extension to a silylated α-enal is possible.
