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

Vratislav Langer, Dalma Gyepesová, Marian Koman, Peter Kapitán, Matej Babjak, Tibor Gracza, Miroslav Koóš
2003 Molecules  
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-1,4hexonolactone, C 12 H 12 O 4 ). The conformation of both 5-membered lactone and furanose fused rings is also discussed.
doi:10.3390/80700599 fatcat:hzbhqqh4vfg7nkcqabgagv7h4u