Preparation and Crystal Structure of (1S, 5S, 7S, 8R)-8-Hydroxy-7-phenyl-2,6-dioxabicyclo[3.3.0]octan-3-one
Journal article, 2003

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.

conformation

Lactones

palladium(II)-catalysis

oxycarbonylation

X-ray diffraction analysis

Author

Vratislav Langer

Chalmers, Department of Environmental Inorganic Chemistry

Dalma Gyepesova

Marian Koman

Peter Kapitan

Matej Babjak

Tibor Gracza

Miroslav Koos

Molecules

1420-3049 (ISSN)

Vol. 8 7 599-606

Subject Categories

Chemical Sciences

More information

Created

10/6/2017