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Synthesis of optically active diols using an efficient polymer bound cinchona alkaloid derivative
Author(s) -
Petri Antonella,
Pini Dario,
Rapaccini Silvia,
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.530070805
Subject(s) - chemistry , cinchona , enantiomer , enantioselective synthesis , dihydroxylation , optically active , derivative (finance) , alkaloid , chiral ligand , organic chemistry , ligand (biochemistry) , combinatorial chemistry , stereochemistry , catalysis , biochemistry , receptor , financial economics , economics
A new insoluble polymer containing a Cinchona alkaloid derivative has been synthesized and used as chiral ligand in the heterogeneous enantioselective dihydroxylation of olefins. It is shown that the enantioselectivity of the optically active diols obtained from both aliphatic and aromatic substrates is always comparable to that observed in the homogeneous phase under the same reaction conditions. A method for evaluating the enantiomeric excesses of the optically active products is also described. © 1995 Wiley‐Liss, Inc.