Studies on the syntheses of heterocyclic compounds. part CDLV. The mass spectral investigation and synthesis of the ochotensinan skeleton

Syntheses of several 1-spiroisoquinoline derivatives (VIII, IX, X, XI, XII, XIII, and XIV) were carried out and their unique mass spectral fragmentations were reported. The presence of carbonyl groups at the C-9 and C-14 positions caused cleavage of the five membered ring through the elimination of one or two carbon monoxide groups. This led to the formation of the three membered ring system on the fragmentation pathway.