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Synlett 1999; 1999(6): 798-800
DOI: 10.1055/s-1999-2702
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The Addition of Diallylzinc to 5-Substituted 4,5-Dihydroisoxazoles

Francisco J. Freire Castro* , Manuel M. Vila, Paul R. Jenkins, Madan L. Sharma, Gary Tustin, John Fawcett, David R. Russell
  • *Department of Chemistry, Leicester University, Leicester LE1 7RH, England; Fax +44 1 16 2 52 21 24; E-mail: kin@le.ac.uk
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Publication History

Publication Date:
31 December 1999 (online)

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The addition of diallyl zinc to a range of 5-aryl-4,5-dihydroisoxazoles, occurs with a diastereoselectivity of between 6.9 : 1 and 3.6 : 1. The major product is the trans isomer as demonstrated by an X-ray crystal structure on the phenyl thiourea derivative of one of the major products.

diallylzinc - 4,5-dihydroisoxazoles - stereoselective addition