107494-37-1Relevant articles and documents
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Acker,R.-D.
, p. 3407 - 3410 (1977)
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New chiral ligands derived from (S)-leucine for the enantioselective addition of diethylzinc to aldehydes
Kawanami, Yasuhiro,Mitsuie, Tomoko,Miki, Misuzu,Sakamoto, Takanobu,Nishitani, Kazumi
, p. 175 - 178 (2000)
A new series of chiral β-amino alcohols derived from (S)-leucine has been synthesized. The amino alcohol possessing a piperidine ring and a phenethyl group on the carbinol carbon atom was found to be an efficient ligand to catalyze the enantioselective addition of diethylzinc to aromatic (up to 97% ee) and aliphatic (up to 95% ee) aldehydes.
Enantioselective diethylzinc addition to aldehydes using azetidine-derived chiral catalysts
Hermsen,Cremers,Thijs,Zwanenburg
, p. 4243 - 4245 (2001)
High levels of enantioselectivity have been achieved in the diethylzinc addition to both aromatic and aliphatic aldehydes, employing readily available N-substituted-azetidinyl(diphenylmethyl)methanols as chiral catalysts.
The synthesis of chiral amino diol tridentate ligands and their enantioselective induction during the addition of diethylzinc to aldehydes
Zhang, An-Lin,Yang, Li-Wen,Yang, Nian-Fa,Liu, Yan-Ling
, p. 289 - 297 (2014/04/03)
A series of C2-symmetric chiral amino diol tridentate ligands 3a-g were prepared from achiral bulky organolithiums, achiral bulky primary amines, and optically active epichlorohydrin (ECH). The prepared C 2-symmetric chiral amino diol tridentate ligands were capable of inducing enantioselectivity in the model reaction of aromatic and aliphatic aldehydes with diethylzinc with an ee of up to 96%. The enantioselectivity can be modulated by adjusting the steric hindrance of the achiral reagents employed in the synthesis of the chiral ligand. The configuration of the addition product depended on the configuration of the amino diol ligands, which can be simply controlled as desired by using the ECH with the desired configuration during the preparation of the ligand.
Vasicine as tridentate ligand for enantioselective addition of diethylzinc to aldehydes
Aga, Mushtaq A.,Kumar, Brijesh,Rouf, Abdul,Shah, Bhahwal A.,Taneja, Subhash C.
supporting information, p. 2639 - 2641 (2014/05/06)
The first report of natural l-vasicine as tridentate chiral ligand for the enantioselective addition of diethylzinc to a variety of aliphatic and aromatic aldehydes is described. The ligand generates R-isomer of the secondary alcohols upto 98% ee. The qui