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

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

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

Access to Document

10.1016/S0040-4039(00)60507-5

Cite this

@article{a863df566b0f44259ca74367e5b24df5,

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

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.",

author = "Semmelhack, {M. F.} and James Gallagher",

year = "1993",

month = jun,

day = "25",

doi = "10.1016/S0040-4039(00)60507-5",

language = "English (US)",

volume = "34",

pages = "4121--4124",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "26",

}

TY - JOUR

T1 - Cyclic conjugated enediynes via elimination of a thionocarbonate in a latent Z-hex-3-ene-1,5-diyne unit

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.

UR - http://www.scopus.com/inward/record.url?scp=0027300097&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0027300097&partnerID=8YFLogxK

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

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

M3 - Article

AN - SCOPUS:0027300097

SN - 0040-4039

VL - 34

SP - 4121

EP - 4124

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 26

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

Access to Document

Other files and links

Fingerprint

Cite this