Use of 5-methoxy, 6-methoxy and 7-methoxy-α-tetralones in the Synthesis of Diterpenes, Sesquiterpenes and Other Natural Products

Author:

Poon Po S.1,Banerjee Ajoy K.1,Vera William J.1,Mora Henry D.1,Laya Manuel S.1,Bedoya Liadis1,Cabrera Elvia V.2,Melean Carlos E.2

Affiliation:

1. Instituto Venezolano de Investigaciones Científicas (IVIC), Centro de Química, Apartado-21827, Caracas-1020A, Venezuela

2. Departamento de Química, Facultad Experimental de Ciencias, Universidad del Zulia, Maracaibo, Venezuela

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-α-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.

Publisher

SAGE Publications

Subject

General Chemistry

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