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Synthetic Plant Growth Regulators. III The Preparation of Further Tricyclic Helminthosporic Acid Analogues with Gibberellin-like Properties

Journal Article


Abstract


  • 7-Methyl-7, 8-dihydro-4a, 7-methano-4aH-benzocycloheptene-2, 6(9H, 5H)-dione (6) was prepared and reduced to a 3: 7 mixture of the trans- and cis-decalin derived ketones (8) and (15). Each compound was further elaborated to the plant-growth-promoting acids (13), (14), (16) and (17). Dienone (5) was also reduced (NaBH4, hydrogenation) to a 7: 3 mixture of the cis- and trans-decalin derivatives (11) and (9). The stereochemistry of (11), and by inference (12), was determined by correlation with the known ketone (7). © 1979, CSIRO. All rights reserved.

Publication Date


  • 1979

Citation


  • Cossey, A. L., Mander, L. N., & Pyne, S. G. (1979). Synthetic Plant Growth Regulators. III The Preparation of Further Tricyclic Helminthosporic Acid Analogues with Gibberellin-like Properties. Australian Journal of Chemistry, 32(4), 817-822. doi:10.1071/CH9790817

Scopus Eid


  • 2-s2.0-0018718636

Web Of Science Accession Number


Start Page


  • 817

End Page


  • 822

Volume


  • 32

Issue


  • 4

Abstract


  • 7-Methyl-7, 8-dihydro-4a, 7-methano-4aH-benzocycloheptene-2, 6(9H, 5H)-dione (6) was prepared and reduced to a 3: 7 mixture of the trans- and cis-decalin derived ketones (8) and (15). Each compound was further elaborated to the plant-growth-promoting acids (13), (14), (16) and (17). Dienone (5) was also reduced (NaBH4, hydrogenation) to a 7: 3 mixture of the cis- and trans-decalin derivatives (11) and (9). The stereochemistry of (11), and by inference (12), was determined by correlation with the known ketone (7). © 1979, CSIRO. All rights reserved.

Publication Date


  • 1979

Citation


  • Cossey, A. L., Mander, L. N., & Pyne, S. G. (1979). Synthetic Plant Growth Regulators. III The Preparation of Further Tricyclic Helminthosporic Acid Analogues with Gibberellin-like Properties. Australian Journal of Chemistry, 32(4), 817-822. doi:10.1071/CH9790817

Scopus Eid


  • 2-s2.0-0018718636

Web Of Science Accession Number


Start Page


  • 817

End Page


  • 822

Volume


  • 32

Issue


  • 4