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Synthesis of New Analogs of the C‐13 Docetaxel Side Chain By Asymmetric Aminohydroxylation
Author(s) -
MontielSmith Sara,
CervantesMejía Vicente,
Dubois Joëlle,
Guénard Daniel,
Guéritte Françoise,
SandovalRamírez Jesús
Publication year - 2002
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/1099-0690(200207)2002:14<2260::aid-ejoc2260>3.0.co;2-v
Subject(s) - chemistry , substituent , cinnamates , side chain , docetaxel , stereochemistry , enantiomer , ring (chemistry) , enantioselective synthesis , nitro , organic chemistry , alkyl , catalysis , polymer , medicine , surgery , chemotherapy
The synthesis of six new β‐phenyl isoserines, each bearing an amino or a nitro substituent on the phenyl ring in various positions, is reported. These compounds, analogues of the docetaxel side chain, have been obtained by asymmetric aminohydroxylation of the corresponding cinnamates with excellent regiospecificity and in good enantiomeric excess. (© Wiley‐VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)