Stannous chloride reduction of nitroalkenes in amines. Synthesis and cycloaddition of α-dialkylaminoaldoxime

Levi Gottlieb; Alfred Hassner; Hugo E. Gottlieb

doi:10.1080/00397910008087409

Stannous chloride reduction of nitroalkenes in amines. Synthesis and cycloaddition of α-dialkylaminoaldoxime

Levi Gottlieb, Alfred Hassner, Hugo E. Gottlieb

Department of Chemistry

Ministry of Defence, Government of Israel

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

9 Scopus citations

Abstract

α-Dialkylamino aldoximes 12 were prepared by stannous chloride reduction of nitroalkenes in amines. An intramolecular Michael addition- deoxygenation mechanism is suggested. α-Allylamino aldoxime underwent an efficient Intramolecular Oxime Olefin Cycloaddition (IOOC) giving 13.

Original language	English
Pages (from-to)	2445-2464
Number of pages	20
Journal	Synthetic Communications
Volume	30
Issue number	14
DOIs	https://doi.org/10.1080/00397910008087409
State	Published - 2000

Bibliographical note

Funding Information:
Acknowledgment: Support for this research by a grant from the Israel Research

Funding

Acknowledgment: Support for this research by a grant from the Israel Research

Funders	Funder number
Israel Research

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10.1080/00397910008087409

Cite this

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title = "Stannous chloride reduction of nitroalkenes in amines. Synthesis and cycloaddition of α-dialkylaminoaldoxime",

abstract = "α-Dialkylamino aldoximes 12 were prepared by stannous chloride reduction of nitroalkenes in amines. An intramolecular Michael addition- deoxygenation mechanism is suggested. α-Allylamino aldoxime underwent an efficient Intramolecular Oxime Olefin Cycloaddition (IOOC) giving 13.",

author = "Levi Gottlieb and Alfred Hassner and Gottlieb, \{Hugo E.\}",

note = "Funding Information: Acknowledgment: Support for this research by a grant from the Israel Research",

year = "2000",

doi = "10.1080/00397910008087409",

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AU - Gottlieb, Levi

AU - Hassner, Alfred

AU - Gottlieb, Hugo E.

N1 - Funding Information: Acknowledgment: Support for this research by a grant from the Israel Research

PY - 2000

Y1 - 2000

N2 - α-Dialkylamino aldoximes 12 were prepared by stannous chloride reduction of nitroalkenes in amines. An intramolecular Michael addition- deoxygenation mechanism is suggested. α-Allylamino aldoxime underwent an efficient Intramolecular Oxime Olefin Cycloaddition (IOOC) giving 13.

AB - α-Dialkylamino aldoximes 12 were prepared by stannous chloride reduction of nitroalkenes in amines. An intramolecular Michael addition- deoxygenation mechanism is suggested. α-Allylamino aldoxime underwent an efficient Intramolecular Oxime Olefin Cycloaddition (IOOC) giving 13.

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AN - SCOPUS:0034087817

SN - 0039-7911

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JO - Synthetic Communications

JF - Synthetic Communications

IS - 14

ER -

Stannous chloride reduction of nitroalkenes in amines. Synthesis and cycloaddition of α-dialkylaminoaldoxime

Abstract

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