Australian Journal of Chemistry

, volume 60 , issue 12 , pages 898

Synthesis of 5-Aryloxazolidines via 1,3-Dipolar Cycloaddition Reaction of a Non-Stabilized Azomethine Ylide with Aromatic Aldehydes

John F. Ryan ¹

Nadia Spiccia ¹

Leon Wong ¹

Andrew R. Holmes ²

Hide authors affiliations Show authors affiliations: 2 affiliations

CSIRO Molecular and Health Technologies, Bag 10, Clayton South, VIC, 3169, Australia. |

School of Chemistry, Bio21 Institute, University of Melbourne, 30 Flemington Road, Parkville VIC 3010, Australia. |

Publication type: Journal Article

Publication date: 2007-12-04

CSIRO Publishing

Australian Journal of Chemistry

scimago Q3

wos Q4

SJR: 0.279

CiteScore: 2.6

Impact factor: 0.9

ISSN: 00049425, 14450038

DOI: 10.1071/CH07282

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General Chemistry

Abstract

The 1,3-dipolar cycloaddition reaction of a non-stabilized azomethine ylide 4a, formed in situ from N-(methoxymethyl)-N-(trimethylsilylmethyl)benzylamine 5 and a catalytic amount of trifluoroacetic acid, with aromatic aldehydes 3 gives rise to N-benzyl-5-aryloxazolidines 1. Under these conditions, 4-hydroxybenzaldehyde 3p undergoes two-fold addition of azomethine ylide 4a to afford bis adduct 11.

Found

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Cite this

GOST |

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GOST Copy

Ryan J. et al. Synthesis of 5-Aryloxazolidines via 1,3-Dipolar Cycloaddition Reaction of a Non-Stabilized Azomethine Ylide with Aromatic Aldehydes // Australian Journal of Chemistry. 2007. Vol. 60. No. 12. p. 898.

GOST all authors (up to 50) Copy

Ryan J., Spiccia N., Wong L., Holmes A. R. Synthesis of 5-Aryloxazolidines via 1,3-Dipolar Cycloaddition Reaction of a Non-Stabilized Azomethine Ylide with Aromatic Aldehydes // Australian Journal of Chemistry. 2007. Vol. 60. No. 12. p. 898.

RIS |

Cite this

RIS Copy

TY - JOUR

DO - 10.1071/CH07282

UR - https://doi.org/10.1071/CH07282

TI - Synthesis of 5-Aryloxazolidines via 1,3-Dipolar Cycloaddition Reaction of a Non-Stabilized Azomethine Ylide with Aromatic Aldehydes

T2 - Australian Journal of Chemistry

AU - Ryan, John F.

AU - Spiccia, Nadia

AU - Wong, Leon

AU - Holmes, Andrew R.

PY - 2007

DA - 2007/12/04

PB - CSIRO Publishing

SP - 898

IS - 12

VL - 60

SN - 0004-9425

SN - 1445-0038

ER -

BibTex |

Cite this

BibTex (up to 50 authors) Copy

@article{2007_Ryan,

author = {John F. Ryan and Nadia Spiccia and Leon Wong and Andrew R. Holmes},

title = {Synthesis of 5-Aryloxazolidines via 1,3-Dipolar Cycloaddition Reaction of a Non-Stabilized Azomethine Ylide with Aromatic Aldehydes},

journal = {Australian Journal of Chemistry},

year = {2007},

volume = {60},

publisher = {CSIRO Publishing},

month = {dec},

url = {https://doi.org/10.1071/CH07282},

number = {12},

pages = {898},

doi = {10.1071/CH07282}

}

MLA

Cite this

MLA Copy

Ryan, John F., et al. “Synthesis of 5-Aryloxazolidines via 1,3-Dipolar Cycloaddition Reaction of a Non-Stabilized Azomethine Ylide with Aromatic Aldehydes.” Australian Journal of Chemistry, vol. 60, no. 12, Dec. 2007, p. 898. https://doi.org/10.1071/CH07282.

Publisher

CSIRO Publishing

Journal

Australian Journal of Chemistry

scimago Q3

wos Q4

SJR

0.279

CiteScore

2.6

Impact factor

0.9

ISSN

00049425 (Print)

14450038 (Electronic)