PROCESS FOR THE PREPARATION OF (E)-3-(1-PROPENYL)ISOXAZOLINE
A process for the preparation of (E)-3-(1-propenyl)-2-isoxazoline, characterized by reacting crotonaldehyde with hydroxylamine to form an oxime, and then converting the oxime into a nitrile oxide while reacting the nitrile oxide with ethylene.
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Page 3
(2008/06/13)
Reactions with α,β-Unsaturated Nitrile Oxides. Synthetic Studies in the Terpene Field. Synthesis of Tagetones, Ocimenones, Deodarone and Atlantone
The generation and 1,3-dipolar cycloaddition of α,β-unsaturated nitrile oxides are described.Selective reductive cleavage of the isoxazoline ring was achived.Subsequent elimination of water leads to the 1,4-dien-3-one system.The formation of tetrahydro-γ-pyrones is observed.The reactions were applied to the synthesis of tagetones, ocimenones, deodarone and atlantone.
Isager, Per,Thomsen, Ib,Torssell, Kurt B. G.
p. 806 - 813
(2007/10/02)
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