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

Vratislav Langer (Institutionen för oorganisk miljökemi) ; Dalma Gyepesova ; Marian Koman ; Peter Kapitan ; Matej Babjak ; Tibor Gracza ; Miroslav Koos
Molecules (ISSN 1420-3049). Vol. 8 (2003), 7, p. 599-606.
[Artikel, refereegranskad vetenskaplig]

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.

Nyckelord: Lactones, palladium(II)-catalysis, oxycarbonylation, X-ray diffraction analysis, conformation

Denna post skapades 2006-08-29.
CPL Pubid: 3634


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