Diastereoselective [3+2] cycloadditions of a camphor-derived chiral N- acryloylhydrazide with nitrile oxides: The preparation of optically pure δ2-isoxazolines

Kung Shuo Yang; Jung Chaing Lain; Chun Hui Lin; Kwunmin Chen

doi:10.1016/S0040-4039(99)02316-3

Diastereoselective [3+2] cycloadditions of a camphor-derived chiral N- acryloylhydrazide with nitrile oxides: The preparation of optically pure δ²-isoxazolines

Kung Shuo Yang
, Jung Chaing Lain
, Chun Hui Lin
, Kwunmin Chen^*

^*Corresponding author for this work

Department of Chemistry

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

29 Citations (Scopus)

Abstract

Reaction of a novel chiral N-acryloylhydrazide with various nitrile oxides proceeded smoothly to afford the cycloadduct with high diastereoselectivity (99:1). The auxiliary can be easily removed from the cycloadducts under mild conditions. (C) 2000 Elsevier Science Ltd.

Original language	English
Pages (from-to)	1453-1456
Number of pages	4
Journal	Tetrahedron Letters
Volume	41
Issue number	9
DOIs	https://doi.org/10.1016/S0040-4039(99)02316-3
Publication status	Published - 2000 Feb 26

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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title = "Diastereoselective [3+2] cycloadditions of a camphor-derived chiral N- acryloylhydrazide with nitrile oxides: The preparation of optically pure δ2-isoxazolines",

abstract = "Reaction of a novel chiral N-acryloylhydrazide with various nitrile oxides proceeded smoothly to afford the cycloadduct with high diastereoselectivity (99:1). The auxiliary can be easily removed from the cycloadducts under mild conditions. (C) 2000 Elsevier Science Ltd.",

author = "Yang, \{Kung Shuo\} and Lain, \{Jung Chaing\} and Lin, \{Chun Hui\} and Kwunmin Chen",

note = "Funding Information: We thank the National Science Council of the Republic of China for financial support. The nitrile oxides 4i – n provided by Professor C.-F. Yao (National Taiwan Normal University) is gratefully acknowledged. The authors thank Professor C.-H. Ueng (National Taiwan Normal University) and Taipei Instrumentation Center, College of Science (National Taiwan University) for X-ray crystal determination.",

year = "2000",

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doi = "10.1016/S0040-4039(99)02316-3",

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T1 - Diastereoselective [3+2] cycloadditions of a camphor-derived chiral N- acryloylhydrazide with nitrile oxides

T2 - The preparation of optically pure δ2-isoxazolines

AU - Yang, Kung Shuo

AU - Lain, Jung Chaing

AU - Lin, Chun Hui

AU - Chen, Kwunmin

N1 - Funding Information: We thank the National Science Council of the Republic of China for financial support. The nitrile oxides 4i – n provided by Professor C.-F. Yao (National Taiwan Normal University) is gratefully acknowledged. The authors thank Professor C.-H. Ueng (National Taiwan Normal University) and Taipei Instrumentation Center, College of Science (National Taiwan University) for X-ray crystal determination.

PY - 2000/2/26

Y1 - 2000/2/26

N2 - Reaction of a novel chiral N-acryloylhydrazide with various nitrile oxides proceeded smoothly to afford the cycloadduct with high diastereoselectivity (99:1). The auxiliary can be easily removed from the cycloadducts under mild conditions. (C) 2000 Elsevier Science Ltd.

AB - Reaction of a novel chiral N-acryloylhydrazide with various nitrile oxides proceeded smoothly to afford the cycloadduct with high diastereoselectivity (99:1). The auxiliary can be easily removed from the cycloadducts under mild conditions. (C) 2000 Elsevier Science Ltd.

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DO - 10.1016/S0040-4039(99)02316-3

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AN - SCOPUS:0034716524

SN - 0040-4039

VL - 41

SP - 1453

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 9

ER -

Diastereoselective [3+2] cycloadditions of a camphor-derived chiral N- acryloylhydrazide with nitrile oxides: The preparation of optically pure δ²-isoxazolines

Abstract

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