TY - JOUR
T1 - Stereochemistry of enacyloxins 1. Absolute configuration of the cyclohexane ring part of enacyloxins, a series of antibiotics from Frateuria sp. W-315
AU - Fujimori, Toshitaka
AU - Nakayama, Osamu
AU - Kiyota, Hiromasa
AU - Kamijima, Yu Ichi
AU - Watanabe, Toshihiko
AU - Oritani, Takayuki
N1 - Funding Information:
Financial support by grant-aid from
Copyright:
Copyright 2018 Elsevier B.V., All rights reserved.
PY - 2001
Y1 - 2001
N2 - The stereochemical study of the cyclohexane ring part of enacyloxins (ENXs), a series of antibiotics isolated from Frateuria sp. W-315, was examined. The relative configuration was elucidated by the coupling constant values of the 1H NMR spectrum. The absolute structure was determined to be 1S, 3R, 4S, because the CD spectrum of the corresponding 3,4-dibenzoate derivative showed negative chirality. This conclusion was confirmed by the synthesis of the dibenzoate from tri-O-acetyl-D-glucal.
AB - The stereochemical study of the cyclohexane ring part of enacyloxins (ENXs), a series of antibiotics isolated from Frateuria sp. W-315, was examined. The relative configuration was elucidated by the coupling constant values of the 1H NMR spectrum. The absolute structure was determined to be 1S, 3R, 4S, because the CD spectrum of the corresponding 3,4-dibenzoate derivative showed negative chirality. This conclusion was confirmed by the synthesis of the dibenzoate from tri-O-acetyl-D-glucal.
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U2 - 10.1515/HC.2001.7.4.327
DO - 10.1515/HC.2001.7.4.327
M3 - Article
AN - SCOPUS:0035730857
VL - 7
SP - 327
EP - 330
JO - Heterocyclic Communications
JF - Heterocyclic Communications
SN - 0793-0283
IS - 4
ER -