An easy and efficient method for the synthesis of hydroximoyl chloride from nitro olefin and silyl enol ether

Ming Chung Yan; Zhijay Tu; Chunchi Lin; Ching Fa Yao

doi:10.1016/S0040-4039(02)01616-7

An easy and efficient method for the synthesis of hydroximoyl chloride from nitro olefin and silyl enol ether

Ming Chung Yan, Zhijay Tu, Chunchi Lin, Ching Fa Yao^*

^*Corresponding author for this work

Department of Chemistry

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

5 Citations (Scopus)

Abstract

Reactions of nitro olefin 1 with silyl enol ether 2 in the presence of TiCl₄ in CH₂Cl₂ at 0°C gave high yields of hydroximoyl chloride 3. When the hydroximoyl chloride 3 was treated with Et₃N in the presence of dipolarophile, the corresponding 2-isoxazolines were obtained.

Original language	English
Pages (from-to)	7991-7994
Number of pages	4
Journal	Tetrahedron Letters
Volume	43
Issue number	44
DOIs	https://doi.org/10.1016/S0040-4039(02)01616-7
Publication status	Published - 2002 Oct 28

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(02)01616-7

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title = "An easy and efficient method for the synthesis of hydroximoyl chloride from nitro olefin and silyl enol ether",

abstract = "Reactions of nitro olefin 1 with silyl enol ether 2 in the presence of TiCl4 in CH2Cl2 at 0°C gave high yields of hydroximoyl chloride 3. When the hydroximoyl chloride 3 was treated with Et3N in the presence of dipolarophile, the corresponding 2-isoxazolines were obtained.",

author = "Yan, {Ming Chung} and Zhijay Tu and Chunchi Lin and Yao, {Ching Fa}",

note = "Funding Information: Financial support to this work by the National Science Council of the Republic of China is gratefully acknowledged. ",

year = "2002",

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T1 - An easy and efficient method for the synthesis of hydroximoyl chloride from nitro olefin and silyl enol ether

AU - Yan, Ming Chung

AU - Tu, Zhijay

AU - Lin, Chunchi

AU - Yao, Ching Fa

N1 - Funding Information: Financial support to this work by the National Science Council of the Republic of China is gratefully acknowledged.

PY - 2002/10/28

Y1 - 2002/10/28

N2 - Reactions of nitro olefin 1 with silyl enol ether 2 in the presence of TiCl4 in CH2Cl2 at 0°C gave high yields of hydroximoyl chloride 3. When the hydroximoyl chloride 3 was treated with Et3N in the presence of dipolarophile, the corresponding 2-isoxazolines were obtained.

AB - Reactions of nitro olefin 1 with silyl enol ether 2 in the presence of TiCl4 in CH2Cl2 at 0°C gave high yields of hydroximoyl chloride 3. When the hydroximoyl chloride 3 was treated with Et3N in the presence of dipolarophile, the corresponding 2-isoxazolines were obtained.

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U2 - 10.1016/S0040-4039(02)01616-7

DO - 10.1016/S0040-4039(02)01616-7

M3 - Article

AN - SCOPUS:0037190863

SN - 0040-4039

VL - 43

SP - 7991

EP - 7994

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 44

ER -

An easy and efficient method for the synthesis of hydroximoyl chloride from nitro olefin and silyl enol ether

Abstract

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