131899-82-6Relevant articles and documents
A new class of planar-chiral ligands: Synthesis of a C2-symmetric bisazaferrocene and its application in the enantioselective Cu(I)-catalyzed cyclopropanation of olefins
Lo,Fu
, p. 10270 - 10271 (1998)
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Synthesis of chiral C2-symmetric methylene- and boron-bridged bis(imidazolines)
Ramalingam, Balamurugan,Neuburger, Markus,Pfaltz, Andreas
, p. 572 - 582 (2008/01/03)
A series of C2-symmetric boron-bridged bis(imidazolines) was obtained by lithiation of 2-imidazolines and subsequent reaction with dialkyl- or diarylhaloboranes. The corresponding 2-imidazolines were prepared by an efficient four-step sequence starting from N-tert-butoxycarbonyl-protected α-amino acids. C2-Symmetric methylenebis(imidazolines) were readily synthesized from chiral diamines by condensation with diethyl malonimidate. The bis(imidazolines) were used as ligands in the enantioselective cyclopropanation of styrene and allylic oxidation of cyclic alkenes. Georg Thieme Verlag Stuttgart.
Chiral C2-symmetric bisferrocenyldiamines as ligands for transition metal catalyzed asymmetric cyclopropanation and aziridination
Cho, Dong-Jei,Jeon, Sang-Jin,Kim, Hong-Seok,Cho, Chan-Sik,Shim, Sang-Chul,Kim, Tae-Jeong
, p. 3833 - 3848 (2007/10/03)
A new series of chiral C2-symmetric bisferrocenyldiimine 1 and bisferrocenyldiamines 2 and 3 proved to be efficient ligands for the copper(I)-catalyzed asymmetric cyclopropanation, cyclopropenation, and aziridination of alkenes and alkynes to give high diastereo- and enantioselectivity as well as high chemical yields. In some instances the enantiomeric excesses of cyclopropanated products are among the highest (>97% ee) ever reported. Comparative studies show that stereoselectivity depends highly on the steric variation both in the ligand and the substrate. Other transition metal complexes incorporating some of these ligands such as Ru(3c)Cl2, [(NBD)Rh(2)]ClO4, [Cu(2)(MeCN)2]PF6, and Pd(2)Cl2 also demonstrated high enantioselectivity in cyclopropanation reactions.