Cyclic conjugated enediynes via elimination of a thionocarbonate in a latent Z-hex-3-ene-1,5-diyne unit

M. F. Semmelhack; James Gallagher

doi:10.1016/S0040-4039(00)60507-5

Cyclic conjugated enediynes via elimination of a thionocarbonate in a latent Z-hex-3-ene-1,5-diyne unit

M. F. Semmelhack, James Gallagher

Chemistry

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43 Scopus citations

Abstract

The common sugar dulcitol is transformed into a hex-1,5-diyne with 3,4-dihydroxyls modified as an acetonide; this serves as a building block for the cyclic ene-diynes and allows mild and efficient introduction of the key ene unit at a late stage in ene-diyne synthesis using the reactive Corey-Winter reagent.

Original language	English (US)
Pages (from-to)	4121-4124
Number of pages	4
Journal	Tetrahedron Letters
Volume	34
Issue number	26
DOIs	https://doi.org/10.1016/S0040-4039(00)60507-5
State	Published - Jun 25 1993

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)60507-5

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abstract = "The common sugar dulcitol is transformed into a hex-1,5-diyne with 3,4-dihydroxyls modified as an acetonide; this serves as a building block for the cyclic ene-diynes and allows mild and efficient introduction of the key ene unit at a late stage in ene-diyne synthesis using the reactive Corey-Winter reagent.",

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AU - Semmelhack, M. F.

AU - Gallagher, James

PY - 1993/6/25

Y1 - 1993/6/25

N2 - The common sugar dulcitol is transformed into a hex-1,5-diyne with 3,4-dihydroxyls modified as an acetonide; this serves as a building block for the cyclic ene-diynes and allows mild and efficient introduction of the key ene unit at a late stage in ene-diyne synthesis using the reactive Corey-Winter reagent.

AB - The common sugar dulcitol is transformed into a hex-1,5-diyne with 3,4-dihydroxyls modified as an acetonide; this serves as a building block for the cyclic ene-diynes and allows mild and efficient introduction of the key ene unit at a late stage in ene-diyne synthesis using the reactive Corey-Winter reagent.

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U2 - 10.1016/S0040-4039(00)60507-5

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AN - SCOPUS:0027300097

SN - 0040-4039

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JO - Tetrahedron Letters

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ER -

Cyclic conjugated enediynes via elimination of a thionocarbonate in a latent Z-hex-3-ene-1,5-diyne unit

Abstract

All Science Journal Classification (ASJC) codes

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