Radio labelling of the gibberellin plant growth inhibitor 16,17-dihydro-GA5

Ellen J. Beck; Bruce Twitchin; Lewis N. Mander

doi:10.1139/v03-202

Radio labelling of the gibberellin plant growth inhibitor 16,17-dihydro-GA₅

Ellen J. Beck, Bruce Twitchin, Lewis N. Mander^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

7 Citations (Scopus)

Abstract

An improved five-step procedure has been developed for the synthesis of the gibberellin plant growth inhibitor 16,17-dihydro-GA₅ from gibberellic acid. The 3-¹³C and 3-¹⁴C derivatives of this material have also been prepared by excising C-3 from the carbon skeleton (ozonolysis of a Δ²-alkene derivative and subsequent retro-Claisen reaction) and then reassembling the A-ring by means of an intramolecular aldol reaction.

Original language	English
Pages (from-to)	293-300
Number of pages	8
Journal	Canadian Journal of Chemistry
Volume	82
Issue number	2
DOIs	https://doi.org/10.1139/v03-202
Publication status	Published - Feb 2004

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title = "Radio labelling of the gibberellin plant growth inhibitor 16,17-dihydro-GA5",

abstract = "An improved five-step procedure has been developed for the synthesis of the gibberellin plant growth inhibitor 16,17-dihydro-GA5 from gibberellic acid. The 3-13C and 3-14C derivatives of this material have also been prepared by excising C-3 from the carbon skeleton (ozonolysis of a Δ2-alkene derivative and subsequent retro-Claisen reaction) and then reassembling the A-ring by means of an intramolecular aldol reaction.",

keywords = "Degradation, Gibberellin, Growth inhibitor, Radio labelling, Wittig reaction",

author = "Beck, \{Ellen J.\} and Bruce Twitchin and Mander, \{Lewis N.\}",

year = "2004",

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AU - Twitchin, Bruce

AU - Mander, Lewis N.

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N2 - An improved five-step procedure has been developed for the synthesis of the gibberellin plant growth inhibitor 16,17-dihydro-GA5 from gibberellic acid. The 3-13C and 3-14C derivatives of this material have also been prepared by excising C-3 from the carbon skeleton (ozonolysis of a Δ2-alkene derivative and subsequent retro-Claisen reaction) and then reassembling the A-ring by means of an intramolecular aldol reaction.

AB - An improved five-step procedure has been developed for the synthesis of the gibberellin plant growth inhibitor 16,17-dihydro-GA5 from gibberellic acid. The 3-13C and 3-14C derivatives of this material have also been prepared by excising C-3 from the carbon skeleton (ozonolysis of a Δ2-alkene derivative and subsequent retro-Claisen reaction) and then reassembling the A-ring by means of an intramolecular aldol reaction.

KW - Degradation

KW - Gibberellin

KW - Growth inhibitor

KW - Radio labelling

KW - Wittig reaction

UR - https://www.scopus.com/pages/publications/2342564422

U2 - 10.1139/v03-202

DO - 10.1139/v03-202

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SP - 293

EP - 300

JO - Canadian Journal of Chemistry

JF - Canadian Journal of Chemistry

IS - 2

ER -

Radio labelling of the gibberellin plant growth inhibitor 16,17-dihydro-GA₅

Abstract

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