A mild oxidation of 1,1-diorganometallics to ketones and aldehydes. A new stereoselective approach to aldol products part I

Paul Knochel; Chaodong Xiao; Ming Chang P. Yeh

doi:10.1016/S0040-4039(00)82431-4

A mild oxidation of 1,1-diorganometallics to ketones and aldehydes. A new stereoselective approach to aldol products part I

Paul Knochel^*, Chaodong Xiao, Ming Chang P. Yeh

^*此作品的通信作者

研究成果: 雜誌貢獻 › 期刊論文 › 同行評審

40 引文斯高帕斯（Scopus）

摘要

The 1,1-diorganometallics of magnesium and zinc 1 are converted by the reaction with Me₃SnCl to the 1,1-diorganometallics of tin and zinc 2 which are readily oxidized by dry air at -10° to 0°C to afford the corresponding aldehydes and ketones 3 in 57-91% yield. This mild oxidation reaction allows a new stereoselective approach to aldol products. An extension of the reaction to 1,1-diorganometallics of silicon and zinc is described.

原文	英語
頁（從 - 到）	6697-6700
頁數	4
期刊	Tetrahedron Letters
卷	29
發行號	51
DOIs	https://doi.org/10.1016/S0040-4039(00)82431-4
出版狀態	已發佈 - 1988
對外發佈	是

ASJC Scopus subject areas

生物化學
藥物發現
有機化學

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10.1016/S0040-4039(00)82431-4

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abstract = "The 1,1-diorganometallics of magnesium and zinc 1 are converted by the reaction with Me3SnCl to the 1,1-diorganometallics of tin and zinc 2 which are readily oxidized by dry air at -10° to 0°C to afford the corresponding aldehydes and ketones 3 in 57-91% yield. This mild oxidation reaction allows a new stereoselective approach to aldol products. An extension of the reaction to 1,1-diorganometallics of silicon and zinc is described.",

author = "Paul Knochel and Chaodong Xiao and Yeh, {Ming Chang P.}",

year = "1988",

doi = "10.1016/S0040-4039(00)82431-4",

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AU - Knochel, Paul

AU - Xiao, Chaodong

AU - Yeh, Ming Chang P.

PY - 1988

Y1 - 1988

N2 - The 1,1-diorganometallics of magnesium and zinc 1 are converted by the reaction with Me3SnCl to the 1,1-diorganometallics of tin and zinc 2 which are readily oxidized by dry air at -10° to 0°C to afford the corresponding aldehydes and ketones 3 in 57-91% yield. This mild oxidation reaction allows a new stereoselective approach to aldol products. An extension of the reaction to 1,1-diorganometallics of silicon and zinc is described.

AB - The 1,1-diorganometallics of magnesium and zinc 1 are converted by the reaction with Me3SnCl to the 1,1-diorganometallics of tin and zinc 2 which are readily oxidized by dry air at -10° to 0°C to afford the corresponding aldehydes and ketones 3 in 57-91% yield. This mild oxidation reaction allows a new stereoselective approach to aldol products. An extension of the reaction to 1,1-diorganometallics of silicon and zinc is described.

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EP - 6700

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

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ER -

A mild oxidation of 1,1-diorganometallics to ketones and aldehydes. A new stereoselective approach to aldol products part I

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