Natural acetylenes. Part XXVI. Transformations of phenyl-polyacetylenes in the tubers of Dahlia hybrids

Ewart R.H. Jones; S. Safe; V. Thaller

doi:10.1039/J39670001038

Natural acetylenes. Part XXVI. Transformations of phenyl-polyacetylenes in the tubers of Dahlia hybrids

Ewart R.H. Jones, S. Safe, V. Thaller

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Abstract

The hydrocarbon trans-Ph·[C≡C]₂·CH=CHMe (tritium-labelled in the benzene ring) was inserted into the tuberous roots of two Dahlia hybrids and found to be converted into the ω-alcohol trans-Ph·[C≡C]₂·CH=CH·CH ₂·OH, the threo-diol Ph·[C≡C]₂· CH(OH)·CHMe·OH, and the threo-triol Ph·[C≡C] ₂·CH(OH)·CH(OH)·CH₂·OH, but not into the hydrocarbon Ph·[C≡C]₃·Me. The diol and triol had not previously been recognised as natural products.

Original language	English (US)
Pages (from-to)	1038-1041
Number of pages	4
Journal	Journal of the Chemical Society C: Organic Chemistry
DOIs	https://doi.org/10.1039/J39670001038
State	Published - 1967

ASJC Scopus subject areas

Organic Chemistry

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title = "Natural acetylenes. Part XXVI. Transformations of phenyl-polyacetylenes in the tubers of Dahlia hybrids",

abstract = "The hydrocarbon trans-Ph·[C≡C]2·CH=CHMe (tritium-labelled in the benzene ring) was inserted into the tuberous roots of two Dahlia hybrids and found to be converted into the ω-alcohol trans-Ph·[C≡C]2·CH=CH·CH 2·OH, the threo-diol Ph·[C≡C]2· CH(OH)·CHMe·OH, and the threo-triol Ph·[C≡C] 2·CH(OH)·CH(OH)·CH2·OH, but not into the hydrocarbon Ph·[C≡C]3·Me. The diol and triol had not previously been recognised as natural products.",

author = "Jones, \{Ewart R.H.\} and S. Safe and V. Thaller",

year = "1967",

doi = "10.1039/J39670001038",

language = "English (US)",

pages = "1038--1041",

journal = "Journal of the Chemical Society C: Organic Chemistry",

issn = "0022-4952",

publisher = "Chemical Society",

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T1 - Natural acetylenes. Part XXVI. Transformations of phenyl-polyacetylenes in the tubers of Dahlia hybrids

AU - Jones, Ewart R.H.

AU - Safe, S.

AU - Thaller, V.

PY - 1967

Y1 - 1967

N2 - The hydrocarbon trans-Ph·[C≡C]2·CH=CHMe (tritium-labelled in the benzene ring) was inserted into the tuberous roots of two Dahlia hybrids and found to be converted into the ω-alcohol trans-Ph·[C≡C]2·CH=CH·CH 2·OH, the threo-diol Ph·[C≡C]2· CH(OH)·CHMe·OH, and the threo-triol Ph·[C≡C] 2·CH(OH)·CH(OH)·CH2·OH, but not into the hydrocarbon Ph·[C≡C]3·Me. The diol and triol had not previously been recognised as natural products.

AB - The hydrocarbon trans-Ph·[C≡C]2·CH=CHMe (tritium-labelled in the benzene ring) was inserted into the tuberous roots of two Dahlia hybrids and found to be converted into the ω-alcohol trans-Ph·[C≡C]2·CH=CH·CH 2·OH, the threo-diol Ph·[C≡C]2· CH(OH)·CHMe·OH, and the threo-triol Ph·[C≡C] 2·CH(OH)·CH(OH)·CH2·OH, but not into the hydrocarbon Ph·[C≡C]3·Me. The diol and triol had not previously been recognised as natural products.

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M3 - Article

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JO - Journal of the Chemical Society C: Organic Chemistry

JF - Journal of the Chemical Society C: Organic Chemistry

ER -

Natural acetylenes. Part XXVI. Transformations of phenyl-polyacetylenes in the tubers of Dahlia hybrids

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