Versatile precursors for the synthesis of enynes and enediynes

Andrew G. Myers; Mian M. Alauddin; Mary Ann M. Fuhry; Peter S. Dragovich; Nathaniel S. Finney; Philip M. Harrington

doi:10.1016/S0040-4039(01)93407-0

Versatile precursors for the synthesis of enynes and enediynes

Andrew G. Myers, Mian M. Alauddin, Mary Ann M. Fuhry, Peter S. Dragovich, Nathaniel S. Finney, Philip M. Harrington

Cancer Systems Imaging

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Abstract

(Z)-Ethyl 2,3-dibromopropenoate, readily available in multigram quantities, undergoes selective replacement of the β-bromide in coupling reactions with trimethylsilylacetylene to produce the (Z)-enyne 2. This product may be further elaborated to various functionalized enynes of defined geometry or may be coupled with a second acetylenic reactant to produce (Z)-enediynes.

Original language	English (US)
Pages (from-to)	6997-7000
Number of pages	4
Journal	Tetrahedron Letters
Volume	30
Issue number	50
DOIs	https://doi.org/10.1016/S0040-4039(01)93407-0
State	Published - 1989

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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title = "Versatile precursors for the synthesis of enynes and enediynes",

abstract = "(Z)-Ethyl 2,3-dibromopropenoate, readily available in multigram quantities, undergoes selective replacement of the β-bromide in coupling reactions with trimethylsilylacetylene to produce the (Z)-enyne 2. This product may be further elaborated to various functionalized enynes of defined geometry or may be coupled with a second acetylenic reactant to produce (Z)-enediynes.",

author = "Myers, {Andrew G.} and Alauddin, {Mian M.} and Fuhry, {Mary Ann M.} and Dragovich, {Peter S.} and Finney, {Nathaniel S.} and Harrington, {Philip M.}",

note = "Funding Information: support from the National Institutes of Health (CA-47148-01)",

year = "1989",

doi = "10.1016/S0040-4039(01)93407-0",

language = "English (US)",

volume = "30",

pages = "6997--7000",

journal = "Tetrahedron Letters",

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T1 - Versatile precursors for the synthesis of enynes and enediynes

AU - Myers, Andrew G.

AU - Alauddin, Mian M.

AU - Fuhry, Mary Ann M.

AU - Dragovich, Peter S.

AU - Finney, Nathaniel S.

AU - Harrington, Philip M.

N1 - Funding Information: support from the National Institutes of Health (CA-47148-01)

PY - 1989

Y1 - 1989

N2 - (Z)-Ethyl 2,3-dibromopropenoate, readily available in multigram quantities, undergoes selective replacement of the β-bromide in coupling reactions with trimethylsilylacetylene to produce the (Z)-enyne 2. This product may be further elaborated to various functionalized enynes of defined geometry or may be coupled with a second acetylenic reactant to produce (Z)-enediynes.

AB - (Z)-Ethyl 2,3-dibromopropenoate, readily available in multigram quantities, undergoes selective replacement of the β-bromide in coupling reactions with trimethylsilylacetylene to produce the (Z)-enyne 2. This product may be further elaborated to various functionalized enynes of defined geometry or may be coupled with a second acetylenic reactant to produce (Z)-enediynes.

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U2 - 10.1016/S0040-4039(01)93407-0

DO - 10.1016/S0040-4039(01)93407-0

M3 - Article

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VL - 30

SP - 6997

EP - 7000

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 50

ER -

Versatile precursors for the synthesis of enynes and enediynes

Abstract

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