Synthesis of sterically hindered ketones from aldehydes via O-silyl oximes

Joong Gon Kim; Mithilesh Kumar Mishra; Doo Ok Jang

doi:10.1016/j.tetlet.2012.05.005

Synthesis of sterically hindered ketones from aldehydes via O-silyl oximes

Joong Gon Kim, Mithilesh Kumar Mishra, Doo Ok Jang

Chemistry and Medical Chemistry

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

3 Citations (Scopus)

Abstract

A mild and efficient method to synthesize sterically hindered ketones from aldehydes via O-silyl oximes was developed. Treatment of O-triphenylsilylated oximes with alkyl iodides in the presence of triethyl borane afforded the corresponding ketones.

Original language	English
Pages (from-to)	3527-3529
Number of pages	3
Journal	Tetrahedron Letters
Volume	53
Issue number	27
DOIs	https://doi.org/10.1016/j.tetlet.2012.05.005
Publication status	Published - 2012 Jul 4

Bibliographical note

Funding Information:
This work was supported by the Yonsei University. MKM is grateful for a research fellowship from the Yonsei University.

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2012.05.005

Cite this

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title = "Synthesis of sterically hindered ketones from aldehydes via O-silyl oximes",

abstract = "A mild and efficient method to synthesize sterically hindered ketones from aldehydes via O-silyl oximes was developed. Treatment of O-triphenylsilylated oximes with alkyl iodides in the presence of triethyl borane afforded the corresponding ketones.",

author = "Kim, {Joong Gon} and Mishra, {Mithilesh Kumar} and Jang, {Doo Ok}",

note = "Funding Information: This work was supported by the Yonsei University. MKM is grateful for a research fellowship from the Yonsei University.",

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AU - Kim, Joong Gon

AU - Mishra, Mithilesh Kumar

AU - Jang, Doo Ok

N1 - Funding Information: This work was supported by the Yonsei University. MKM is grateful for a research fellowship from the Yonsei University.

PY - 2012/7/4

Y1 - 2012/7/4

N2 - A mild and efficient method to synthesize sterically hindered ketones from aldehydes via O-silyl oximes was developed. Treatment of O-triphenylsilylated oximes with alkyl iodides in the presence of triethyl borane afforded the corresponding ketones.

AB - A mild and efficient method to synthesize sterically hindered ketones from aldehydes via O-silyl oximes was developed. Treatment of O-triphenylsilylated oximes with alkyl iodides in the presence of triethyl borane afforded the corresponding ketones.

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Synthesis of sterically hindered ketones from aldehydes via O-silyl oximes

Abstract

Bibliographical note

All Science Journal Classification (ASJC) codes

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