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1,4-Dimethyl-2,5-dioxabicyclo[2.2.1]heptane-3,6-dione: optical resolution, absolute configuration and circular dichroism

Igor Viktorovich Vystorop 1
Igor Viktorovich Vystorop
, 
Andrei Nikolaevich Utyenyshev 1
Andrei Nikolaevich Utyenyshev
, 
Victor Mikhailovich Anisimov 2
Victor Mikhailovich Anisimov
, 
Remir Grigorevich Kostyanovsky 2
Remir Grigorevich Kostyanovsky
10.1070/MC1999v009n06ABEH001192
Published 1999-11-25
Communication , Volume 9, Issue 6, 229-231
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Vystorop I. V. et al. 1,4-Dimethyl-2,5-dioxabicyclo[2.2.1]heptane-3,6-dione: optical resolution, absolute configuration and circular dichroism // Mendeleev Communications. 1999. Vol. 9. No. 6. pp. 229-231.
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Vystorop I. V., Utyenyshev A. N., Anisimov V. M., Kostyanovsky R. G. 1,4-Dimethyl-2,5-dioxabicyclo[2.2.1]heptane-3,6-dione: optical resolution, absolute configuration and circular dichroism // Mendeleev Communications. 1999. Vol. 9. No. 6. pp. 229-231.
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TY - JOUR
DO - 10.1070/MC1999v009n06ABEH001192
UR - https://mendcomm.colab.ws/publications/10.1070/MC1999v009n06ABEH001192
TI - 1,4-Dimethyl-2,5-dioxabicyclo[2.2.1]heptane-3,6-dione: optical resolution, absolute configuration and circular dichroism
T2 - Mendeleev Communications
AU - Vystorop, Igor Viktorovich
AU - Utyenyshev, Andrei Nikolaevich
AU - Anisimov, Victor Mikhailovich
AU - Kostyanovsky, Remir Grigorevich
PY - 1999
DA - 1999/11/25
PB - Mendeleev Communications
SP - 229-231
IS - 6
VL - 9
ER -
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@article{1999_Vystorop,
author = {Igor Viktorovich Vystorop and Andrei Nikolaevich Utyenyshev and Victor Mikhailovich Anisimov and Remir Grigorevich Kostyanovsky},
title = {1,4-Dimethyl-2,5-dioxabicyclo[2.2.1]heptane-3,6-dione: optical resolution, absolute configuration and circular dichroism},
journal = {Mendeleev Communications},
year = {1999},
volume = {9},
publisher = {Mendeleev Communications},
month = {Nov},
url = {https://mendcomm.colab.ws/publications/10.1070/MC1999v009n06ABEH001192},
number = {6},
pages = {229--231},
doi = {10.1070/MC1999v009n06ABEH001192}
}
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Vystorop, Igor Viktorovich, et al. “1,4-Dimethyl-2,5-dioxabicyclo[2.2.1]heptane-3,6-dione: optical resolution, absolute configuration and circular dichroism.” Mendeleev Communications, vol. 9, no. 6, Nov. 1999, pp. 229-231. https://mendcomm.colab.ws/publications/10.1070/MC1999v009n06ABEH001192.

Abstract

The title dilactone has been resolved into its enantiomers (+)-(S,S)-1 and (–)-(R,R)-1, whose absolute configurations were found by X-ray diffraction analysis of intermediate lactonic amide 2a; the magnitude of the n–π* Cotton effect increased with an increase in folding or a diminution in twist of the boat conformation of a dilactone ring.

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