Natural acetylenes. Part XXXI. C14-tetrahydropyranyl and other polyacetylenes from the compositae Dahlia coccinea cav. var. coccinea

C. Chin; M. C. Cutler; Ewart R.H. Jones; J. Lee; S. Safe; V. Thaller

doi:10.1039/j39700000314

Natural acetylenes. Part XXXI. C₁₄-tetrahydropyranyl and other polyacetylenes from the compositae Dahlia coccinea cav. var. coccinea

C. Chin, M. C. Cutler, Ewart R.H. Jones, J. Lee, S. Safe, V. Thaller

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21 Scopus citations

Abstract

The polyacetylene contents of one form of the species Dahlia coccinea Cav. var. coccinea and also of a horticultural form derived from the same species have been examined. The nineteen polyacetylenes detected comprised eight C ₁₃, eight C₁₄, and three C₁₇ compounds. Five of them were previously unknown; their isolation, characterisation, and structure determination are described. They are the C₁₄ 2,3-disbustituted tetrahydroprans CH₃·[C≡C]₃·CH= ^tCH·CH·CH(OR)·[CH₂] ₂·CH₂·O and CH₃·CH= ^tCH·[C≡C]₂·CH=^tCH· CH·CH(OR)·[CH₂]₃·O (R = H or Ac), and the C₁₇ acetate CH₃·CH= ^tCH·[C≡C]₂·[CH=^ttCH] ₂·CH(OAc)·[CH₂]₃·CH= CH₂.

Original language	English (US)
Pages (from-to)	314-322
Number of pages	9
Journal	Journal of the Chemical Society C: Organic Chemistry
Issue number	2
DOIs	https://doi.org/10.1039/j39700000314
State	Published - 1970

ASJC Scopus subject areas

Organic Chemistry

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@article{97f6795f9d794de5979ec596b018ad65,

title = "Natural acetylenes. Part XXXI. C14-tetrahydropyranyl and other polyacetylenes from the compositae Dahlia coccinea cav. var. coccinea",

abstract = "The polyacetylene contents of one form of the species Dahlia coccinea Cav. var. coccinea and also of a horticultural form derived from the same species have been examined. The nineteen polyacetylenes detected comprised eight C 13, eight C14, and three C17 compounds. Five of them were previously unknown; their isolation, characterisation, and structure determination are described. They are the C14 2,3-disbustituted tetrahydroprans CH3·[C≡C]3·CH= tCH·CH·CH(OR)·[CH2] 2·CH2·O and CH3·CH= tCH·[C≡C]2·CH=tCH· CH·CH(OR)·[CH2]3·O (R = H or Ac), and the C17 acetate CH3·CH= tCH·[C≡C]2·[CH=ttCH] 2·CH(OAc)·[CH2]3·CH= CH2.",

author = "C. Chin and Cutler, \{M. C.\} and Jones, \{Ewart R.H.\} and J. Lee and S. Safe and V. Thaller",

year = "1970",

doi = "10.1039/j39700000314",

language = "English (US)",

pages = "314--322",

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

issn = "0022-4952",

publisher = "Chemical Society",

number = "2",

}

TY - JOUR

T1 - Natural acetylenes. Part XXXI. C14-tetrahydropyranyl and other polyacetylenes from the compositae Dahlia coccinea cav. var. coccinea

AU - Chin, C.

AU - Cutler, M. C.

AU - Jones, Ewart R.H.

AU - Lee, J.

AU - Safe, S.

AU - Thaller, V.

PY - 1970

Y1 - 1970

N2 - The polyacetylene contents of one form of the species Dahlia coccinea Cav. var. coccinea and also of a horticultural form derived from the same species have been examined. The nineteen polyacetylenes detected comprised eight C 13, eight C14, and three C17 compounds. Five of them were previously unknown; their isolation, characterisation, and structure determination are described. They are the C14 2,3-disbustituted tetrahydroprans CH3·[C≡C]3·CH= tCH·CH·CH(OR)·[CH2] 2·CH2·O and CH3·CH= tCH·[C≡C]2·CH=tCH· CH·CH(OR)·[CH2]3·O (R = H or Ac), and the C17 acetate CH3·CH= tCH·[C≡C]2·[CH=ttCH] 2·CH(OAc)·[CH2]3·CH= CH2.

AB - The polyacetylene contents of one form of the species Dahlia coccinea Cav. var. coccinea and also of a horticultural form derived from the same species have been examined. The nineteen polyacetylenes detected comprised eight C 13, eight C14, and three C17 compounds. Five of them were previously unknown; their isolation, characterisation, and structure determination are described. They are the C14 2,3-disbustituted tetrahydroprans CH3·[C≡C]3·CH= tCH·CH·CH(OR)·[CH2] 2·CH2·O and CH3·CH= tCH·[C≡C]2·CH=tCH· CH·CH(OR)·[CH2]3·O (R = H or Ac), and the C17 acetate CH3·CH= tCH·[C≡C]2·[CH=ttCH] 2·CH(OAc)·[CH2]3·CH= CH2.

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U2 - 10.1039/j39700000314

DO - 10.1039/j39700000314

M3 - Article

AN - SCOPUS:37049139735

SN - 0022-4952

SP - 314

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JO - Journal of the Chemical Society C: Organic Chemistry

JF - Journal of the Chemical Society C: Organic Chemistry

IS - 2

ER -

Natural acetylenes. Part XXXI. C₁₄-tetrahydropyranyl and other polyacetylenes from the compositae Dahlia coccinea cav. var. coccinea

Abstract

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