Unusual O-conjugate addition reactions of β-ketoesters and 1,3-diketones to ethyl propynoate: Applications to the synthesis of furans

Jinsung Tae; Kwang Ok Kim

doi:10.1016/S0040-4039(03)00151-5

Unusual O-conjugate addition reactions of β-ketoesters and 1,3-diketones to ethyl propynoate: Applications to the synthesis of furans

Jinsung Tae, Kwang Ok Kim

Department of Chemistry

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

23 Citations (Scopus)

Abstract

Divinyl ethers were synthesized from 1,3-dicarbonyl compounds. Reactions of β-ketoesters and 1,3-diketones with ethyl propynoate in the presence of N-methylmorpholine produced unusual O-conjugate addition products in good yields. The divinyl ethers derived from 1,3-diketones were utilized for the synthesis of 2,3,5-trisubstituted furans under the standard radical cyclization conditions.

Original language	English
Pages (from-to)	2125-2128
Number of pages	4
Journal	Tetrahedron Letters
Volume	44
Issue number	10
DOIs	https://doi.org/10.1016/S0040-4039(03)00151-5
Publication status	Published - 2003 Mar 3

Bibliographical note

Funding Information:
This work was supported by Korea Research Foundation Grant (KRF-2002-003-C00080).

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/S0040-4039(03)00151-5

Cite this

@article{71575360dded4b13b9de1782b3beeeb9,

title = "Unusual O-conjugate addition reactions of β-ketoesters and 1,3-diketones to ethyl propynoate: Applications to the synthesis of furans",

abstract = "Divinyl ethers were synthesized from 1,3-dicarbonyl compounds. Reactions of β-ketoesters and 1,3-diketones with ethyl propynoate in the presence of N-methylmorpholine produced unusual O-conjugate addition products in good yields. The divinyl ethers derived from 1,3-diketones were utilized for the synthesis of 2,3,5-trisubstituted furans under the standard radical cyclization conditions.",

author = "Jinsung Tae and Kim, {Kwang Ok}",

note = "Funding Information: This work was supported by Korea Research Foundation Grant (KRF-2002-003-C00080). ",

year = "2003",

month = mar,

day = "3",

doi = "10.1016/S0040-4039(03)00151-5",

language = "English",

volume = "44",

pages = "2125--2128",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "10",

}

TY - JOUR

T1 - Unusual O-conjugate addition reactions of β-ketoesters and 1,3-diketones to ethyl propynoate

T2 - Applications to the synthesis of furans

AU - Tae, Jinsung

AU - Kim, Kwang Ok

N1 - Funding Information: This work was supported by Korea Research Foundation Grant (KRF-2002-003-C00080).

PY - 2003/3/3

Y1 - 2003/3/3

N2 - Divinyl ethers were synthesized from 1,3-dicarbonyl compounds. Reactions of β-ketoesters and 1,3-diketones with ethyl propynoate in the presence of N-methylmorpholine produced unusual O-conjugate addition products in good yields. The divinyl ethers derived from 1,3-diketones were utilized for the synthesis of 2,3,5-trisubstituted furans under the standard radical cyclization conditions.

AB - Divinyl ethers were synthesized from 1,3-dicarbonyl compounds. Reactions of β-ketoesters and 1,3-diketones with ethyl propynoate in the presence of N-methylmorpholine produced unusual O-conjugate addition products in good yields. The divinyl ethers derived from 1,3-diketones were utilized for the synthesis of 2,3,5-trisubstituted furans under the standard radical cyclization conditions.

UR - http://www.scopus.com/inward/record.url?scp=0037416881&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0037416881&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(03)00151-5

DO - 10.1016/S0040-4039(03)00151-5

M3 - Article

AN - SCOPUS:0037416881

SN - 0040-4039

VL - 44

SP - 2125

EP - 2128

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 10

ER -

Unusual O-conjugate addition reactions of β-ketoesters and 1,3-diketones to ethyl propynoate: Applications to the synthesis of furans

Abstract

Bibliographical note

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this