Reaction of 4-methoxy-4-(1-methylethenyl)-2-cyclobutenone derivatives with 2-lithiopropene and α-lithiostyrene: Synthesis of eight-membered ring carbocycles

Metin Zora; Ilkay Koyuncu; Baris Yucel

doi:10.1016/S0040-4039(00)01173-4

Reaction of 4-methoxy-4-(1-methylethenyl)-2-cyclobutenone derivatives with 2-lithiopropene and α-lithiostyrene: Synthesis of eight-membered ring carbocycles

Metin Zora
, Ilkay Koyuncu
, Baris Yucel

Middle East Technical University

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

22 Citations (Scopus)

Abstract

2-Alkyl- or phenyl-substituted 4-methoxy-4-(1-methylethenyl)-2-cyclobutenones react with 2-lithiopropene or α-lithiostyrene to produce 4-methoxy-2,4-cyclooctadienones in moderate yield, accompanied by varying amounts of 4-methoxy-4-(1-methylethenyl)-2-cyclohexenones. The reaction is general for 2-alkyl substituted 4-methoxy-4-(1-methylethenyl)-2-cyclobutenones. (C) 2000 Elsevier Science Ltd.

Original language	English
Pages (from-to)	7111-7114
Number of pages	4
Journal	Tetrahedron Letters
Volume	41
Issue number	36
DOIs	https://doi.org/10.1016/S0040-4039(00)01173-4
Publication status	Published - 2 Sept 2000
Externally published	Yes

Funding

We thank the Scientific and Technical Research Council of Turkey (TBAG-1433), State Planning Organization of Turkey (DPT-98K122490), and Research Board of Middle East Technical University (AFP-98-01-03-06) for support of this research.

Funders	Funder number
Research Board of Middle East Technical University	AFP-98-01-03-06
Scientific and Technical Research Council of Turkey	TBAG-1433
State Planning Organization of Turkey	DPT-98K122490

Keywords

Cycloadditions
Cyclobutenones
Cyclohexenones
Cyclooctadienones
Eight-membered rings

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10.1016/S0040-4039(00)01173-4

Cite this

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title = "Reaction of 4-methoxy-4-(1-methylethenyl)-2-cyclobutenone derivatives with 2-lithiopropene and α-lithiostyrene: Synthesis of eight-membered ring carbocycles",

abstract = "2-Alkyl- or phenyl-substituted 4-methoxy-4-(1-methylethenyl)-2-cyclobutenones react with 2-lithiopropene or α-lithiostyrene to produce 4-methoxy-2,4-cyclooctadienones in moderate yield, accompanied by varying amounts of 4-methoxy-4-(1-methylethenyl)-2-cyclohexenones. The reaction is general for 2-alkyl substituted 4-methoxy-4-(1-methylethenyl)-2-cyclobutenones. (C) 2000 Elsevier Science Ltd.",

keywords = "Cycloadditions, Cyclobutenones, Cyclohexenones, Cyclooctadienones, Eight-membered rings",

author = "Metin Zora and Ilkay Koyuncu and Baris Yucel",

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doi = "10.1016/S0040-4039(00)01173-4",

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TY - JOUR

T1 - Reaction of 4-methoxy-4-(1-methylethenyl)-2-cyclobutenone derivatives with 2-lithiopropene and α-lithiostyrene

T2 - Synthesis of eight-membered ring carbocycles

AU - Zora, Metin

AU - Koyuncu, Ilkay

AU - Yucel, Baris

PY - 2000/9/2

Y1 - 2000/9/2

N2 - 2-Alkyl- or phenyl-substituted 4-methoxy-4-(1-methylethenyl)-2-cyclobutenones react with 2-lithiopropene or α-lithiostyrene to produce 4-methoxy-2,4-cyclooctadienones in moderate yield, accompanied by varying amounts of 4-methoxy-4-(1-methylethenyl)-2-cyclohexenones. The reaction is general for 2-alkyl substituted 4-methoxy-4-(1-methylethenyl)-2-cyclobutenones. (C) 2000 Elsevier Science Ltd.

AB - 2-Alkyl- or phenyl-substituted 4-methoxy-4-(1-methylethenyl)-2-cyclobutenones react with 2-lithiopropene or α-lithiostyrene to produce 4-methoxy-2,4-cyclooctadienones in moderate yield, accompanied by varying amounts of 4-methoxy-4-(1-methylethenyl)-2-cyclohexenones. The reaction is general for 2-alkyl substituted 4-methoxy-4-(1-methylethenyl)-2-cyclobutenones. (C) 2000 Elsevier Science Ltd.

KW - Cycloadditions

KW - Cyclobutenones

KW - Cyclohexenones

KW - Cyclooctadienones

KW - Eight-membered rings

UR - https://www.scopus.com/pages/publications/0034596443

U2 - 10.1016/S0040-4039(00)01173-4

DO - 10.1016/S0040-4039(00)01173-4

M3 - Article

AN - SCOPUS:0034596443

SN - 0040-4039

VL - 41

SP - 7111

EP - 7114

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 36

ER -

Reaction of 4-methoxy-4-(1-methylethenyl)-2-cyclobutenone derivatives with 2-lithiopropene and α-lithiostyrene: Synthesis of eight-membered ring carbocycles

Abstract

Funding

Keywords

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