464924-99-0Relevant articles and documents
Facile, mild, and highly enantioselective alkynylzinc addition to aromatic aldehydes by BINOL/N-methylimidazole dual catalysis
Yang, Fei,Xi, Peihua,Yang, Li,Lan, Jingbo,Xie, Rugang,You, Jingsong
, p. 5457 - 5460 (2007)
(Chemical Equation Presented) The dual Lewis acid/base catalytic system, generated from N-methylimidazole (NMI), (R)-1,1′-bi-2-naphthol [(R)-BINOL], and Ti(OiPr)4, effectively catalyzes the enantioselective alkynylation of aldehydes in the pres
Synthesis of 1,3-aminonaphthols by diastereoselective Betti-type aminoalkylation of dihydroxy naphthalenes; Diastereoselectivity, absolute configuration, and application
Marinova, Maya,Kostova, Kalina,Tzvetkova, Pavleta,Tavlinova-Kirilova, Maya,Chimov, Angel,Nikolova, Rosica,Shivachev, Boris,Dimitrov, Vladimir
, p. 1453 - 1466 (2013/12/04)
Dihydroxy naphthalenes have been applied in Betti-type solventless condensation between aldehydes and (S)-phenylethylamine as a chiral auxiliary. A series of chiral 1,3-aminonaphthols has been synthesized and isolated in diastereoisomerically pure form. The absolute configurations of the aminonaphthols synthesized have been determined by means of advanced NMR experiments and confirmed by X-ray crystallography. The new chiral aminonaphthols have been tested as pre-catalysts for the addition of diethyl zinc and alkynyl-Zn-reagents to aldehydes with enantioselectivities of up to 98% ee.
Asymmetric alkynylation of aldehydes catalyzed by an In(III)/BINOL complex
Takita, Ryo,Yakura, Kenichiro,Ohshima, Takashi,Shibasaki, Masakatsu
, p. 13760 - 13761 (2007/10/03)
Asymmetric alkynylation of both aromatic and aliphatic aldehydes using catalytic amounts of In(III)/BINOL is described. Dual activation of both substrates due to the "bifunctional character" of the indium(III) catalyst enables a broad range of substrate generality with high enantioselectivity (83 to > 99% ee). Copyright
