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Absolute configurations of C34 and C35 of antibiotic niphimycin A
Author(s) -
Laskowski Tomasz,
Rafiński Zbigniew,
Sowiński Paweł,
Pawlak Jan
Publication year - 2012
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.3796
Subject(s) - chemistry , stereocenter , absolute (philosophy) , absolute configuration , nuclear overhauser effect , spectroscopy , nuclear magnetic resonance spectroscopy , two dimensional nuclear magnetic resonance spectroscopy , stereochemistry , organic chemistry , physics , quantum mechanics , philosophy , epistemology , enantioselective synthesis , catalysis
The relative configurations of four stereogenic centers of the C33‐C42 fragment of niphimycin A were assigned as 2S*, 3R*, 4S* and 6S*, based upon 1 H NMR analysis with double‐quantum filtered COSY and nuclear Overhauser spectroscopy experiments. These data were then correlated with absolute configurations at C36 and C38 of niphimycin A, which were declared previously as 36S and 38S [3]. This allowed for the assignment of the absolute configurations at C34 and C35 of niphimycin A as 34S and 35R. Copyright © 2012 John Wiley & Sons, Ltd.