Studies on the total synthesis of gibberellins. a new strategy for a-ring construction

Citation

• Ianlair, A., Mander, L. N., Mundill, P. H. C., & Pyne, S. G. (1981). Studies on the total synthesis of gibberellins. a new strategy for a-ring construction. Australian Journal of Chemistry, 34(9), 1887-1898. doi:10.1071/CH9811887

Digital Object Identifier (doi)

• 10.1071/CH9811887

Scopus Eid

• 2-s2.0-84918990339

Web Of Science Accession Number

Start Page

• 1887

End Page

• 1898

Volume

• 34

Issue

• 9

Abstract

• 3-(4', 6'-Dimethoxynaphthalen-1'-y1)propanoic acid (10) was transformed to 8-methoxy-5-(3'-oxo-buty1)-1, 2, 3, 4-tetrahydronaphthalene-2-carboxylic acid (8) and its 2-hydroxy derivative (9) by conventional synthetic reactions. Acid-catalysed cyclization of the derived diazomethyl ketones (23), (24) and (25) led to dienones (26), (27) and (28) which readily underwent base-catalysed 1, 4-conjugate addition to provide the hydroethanophenanthrenetriones (30), (31) and (32) respectively. © 1981, CSIRO. All rights reserved.

UOW Authors

•   Pyne, Stephen

Publication Date

• 1981

Publisher

• CSIRO Publishing 

Published In

• Australian Journal of Chemistry  Journal

Citation

• Ianlair, A., Mander, L. N., Mundill, P. H. C., & Pyne, S. G. (1981). Studies on the total synthesis of gibberellins. a new strategy for a-ring construction. Australian Journal of Chemistry, 34(9), 1887-1898. doi:10.1071/CH9811887

Digital Object Identifier (doi)

• 10.1071/CH9811887

Scopus Eid

• 2-s2.0-84918990339

Web Of Science Accession Number

Start Page

• 1887

End Page

• 1898

Volume

• 34

Issue

• 9