Synthesis of optically active 9-oxabicyclo[3.3.1]nona-2,6-diene as a cycloocta-1,5-diene equivalent and the corresponding tetrol

Highly enantio- and diastereo-selective synthesis of C-2-symmetric 9-oxabicyclo[3.3.1]nona-2,6-diene and the corresponding C-2-symmetric 2,3,6,7-tetrol has been achieved starting from optically active 5-cyclooctene-1,2-diol prepared by an enzymatic procedure. (C) 2000 Elsevier Science Ltd. All rights reserved.