STEREOSELECTIVE SYNTHESIS OF ALCOHOLS .50. SYNTHESIS AND CONFORMATIONAL STUDIES OF 1,5-DIOXA-CIS-DECALIN

cis-2-Vinyltetrahydropyran-3-ol (6) is accessible by a selective intra molecular allylboration reaction. Compound 6 was converted into 1,4-di oxa-cis-decaline (4) and cis-syn-cis-perhydrotrioxaanthracene 32; hete rocycles with fused tetrahydropyran rings. These ring systems populate predominantly the conformation in which the oxygen atoms are in a gau che arrangement. The tricycle 31 is a rigid derivative of 14-crown-3 a nd, as in the case of 12-crown-3, it forms complexes with Lithium ions in acetonitrile.