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Chiral discrimination promoted by (1S,2S)‐1‐phenyl‐2‐amino‐1,3‐propanediol derivatives in the asymmetric Reformatsky reaction
Author(s) -
Mastantuono Alberto,
Pini Dario,
Rolfini Chiara,
Salvadori Piero
Publication year - 1995
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.530070702
Subject(s) - chemistry , reformatsky reaction , propanediol , stereochemistry , substrate (aquarium) , optically active , enantioselective synthesis , ligand (biochemistry) , combinatorial chemistry , organic chemistry , catalysis , receptor , biochemistry , oceanography , geology
Some 3‐ t ‐butyldimethylsilyloxy derivatives, synthesized from the cheap commercially available (1S,2S)‐2‐amino‐1‐phenyl‐1,3‐propanediol [(1S,2S)‐ 1 ], have been successfully employed as new chiral ligands in the asymmetric Reformatsky reaction on aldehydic substrates. The influence both of the substrate and of the ligand on the stereochemical pathway has been investigated by varying the structure of the carbonyl substrate and of the optically active aminodiols. © 1995 Wiley‐Liss, Inc.