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Diastereoselective cycloadditions of chiral homoallylic alcohols with benzonitrile oxide

✍ Scribed by Martin G. Kociolek; Chayanant Hongfa

Publisher: Elsevier Science
Year: 2003
Tongue: French
Weight: 76 KB
Volume: 44
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(03)00100-x

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✦ Synopsis

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.

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