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Use of 5-methoxy, 6-methoxy and 7-methoxy-a-tetralones in the synthesis of diterpenes, sesquiterpenes and other natural products

Abstract:

The transformations of 5-methoxy, 6-methoxy and 7-methoxy-α- tetralones are described. Studies on the synthesis of diterpenes veadeiroic acid 12, triptolide 18, sesquiterpenes biflorin 25, mansonone F 26, cacalol 39 and a potential intermediate for 11-deoxydaunomycinone 59 from 5-methoxy-a-tetralone 1 are discussed. Several intermediates for diterpenoid compounds and a total synthesis of phytoalexin orchinol 53 from 6-methoxy-α-tetralone 2 have been accomplished. 7-Methoxy-α-tetralone 3 has proved to be a suitable starting material for a simple and short synthesis of cadinene dihydrochloride 45.