Diastereoselective cycloadditions of chiral homoallylic alcohols with benzonitrile oxide

Martin G. Kociolek; Chayanant Hongfa

doi:10.1016/S0040-4039(03)00100-X

Diastereoselective cycloadditions of chiral homoallylic alcohols with benzonitrile oxide

Martin G. Kociolek
, Chayanant Hongfa

Pennsylvania State Univ. at Erie

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

11 Citations (Scopus)

Abstract

The first diastereoselective cycloaddition of a nitrile oxide with a homoallylic alcohol is discussed. The reaction of benzonitrile oxide with the magnesium alkoxides of chiral homoallylic alcohols has been shown to proceed with good diastereoselectivity, favoring the syn isomer of the resulting 2-isoxazoline.

Original language	English
Pages (from-to)	1811-1813
Number of pages	3
Journal	Tetrahedron Letters
Volume	44
Issue number	9
DOIs	https://doi.org/10.1016/S0040-4039(03)00100-X
Publication status	Published - 24 Feb 2003
Externally published	Yes

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title = "Diastereoselective cycloadditions of chiral homoallylic alcohols with benzonitrile oxide",

abstract = "The first diastereoselective cycloaddition of a nitrile oxide with a homoallylic alcohol is discussed. The reaction of benzonitrile oxide with the magnesium alkoxides of chiral homoallylic alcohols has been shown to proceed with good diastereoselectivity, favoring the syn isomer of the resulting 2-isoxazoline.",

author = "Kociolek, \{Martin G.\} and Chayanant Hongfa",

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doi = "10.1016/S0040-4039(03)00100-X",

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T1 - Diastereoselective cycloadditions of chiral homoallylic alcohols with benzonitrile oxide

AU - Kociolek, Martin G.

AU - Hongfa, Chayanant

PY - 2003/2/24

Y1 - 2003/2/24

N2 - The first diastereoselective cycloaddition of a nitrile oxide with a homoallylic alcohol is discussed. The reaction of benzonitrile oxide with the magnesium alkoxides of chiral homoallylic alcohols has been shown to proceed with good diastereoselectivity, favoring the syn isomer of the resulting 2-isoxazoline.

AB - The first diastereoselective cycloaddition of a nitrile oxide with a homoallylic alcohol is discussed. The reaction of benzonitrile oxide with the magnesium alkoxides of chiral homoallylic alcohols has been shown to proceed with good diastereoselectivity, favoring the syn isomer of the resulting 2-isoxazoline.

UR - https://www.scopus.com/pages/publications/0037463429

U2 - 10.1016/S0040-4039(03)00100-X

DO - 10.1016/S0040-4039(03)00100-X

M3 - Article

AN - SCOPUS:0037463429

SN - 0040-4039

VL - 44

SP - 1811

EP - 1813

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 9

ER -

Diastereoselective cycloadditions of chiral homoallylic alcohols with benzonitrile oxide

Abstract

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