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Molecules 2003, 8(7), 599-606; doi:10.3390/80700599
Article

Preparation and Crystal Structure of (1S, 5S, 7S, 8R)-8-Hydroxy-7-phenyl-2,6-dioxabicyclo[3.3.0]octan-3-one

1,* , 2, 3, 4, 4, 4 and 5
Received: 4 September 2002 / Revised: 25 June 2003 / Accepted: 28 June 2003 / Published: 15 July 2003
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Abstract

The absolute configuration at two newly formed stereogenic centres (5S, 7S) during the key steps of the total synthesis of naturally occuring goniothalesdiol was established by single-crystal X-ray diffraction analysis relative to stereocentres (1S, 8R) of the title compound (alternatively named 3,6-anhydro-2-deoxy-6-phenyl-L-ido-1,4-hexonolactone, C12H12O4). The conformation of both 5-membered lactone and furanose fused rings is also discussed.
Keywords: Lactones; palladium(II)-catalysis; oxycarbonylation; X-ray diffraction analysis; conformation Lactones; palladium(II)-catalysis; oxycarbonylation; X-ray diffraction analysis; conformation
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Langer, V.; Gyepesová, D.; Koman, M.; Kapitán, P.; Babjak, M.; Gracza, T.; Koóš, M. Preparation and Crystal Structure of (1S, 5S, 7S, 8R)-8-Hydroxy-7-phenyl-2,6-dioxabicyclo[3.3.0]octan-3-one. Molecules 2003, 8, 599-606.

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