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ChemInform Abstract: Diastereo- and Enantioselective Synthesis of Δ2-1,2,4-Oxadiazolines by 1,3-Dipolar Cycloaddition of Nitrile Oxides with Chiral Hydrazones.

✍ Scribed by Dieter Enders; Ilka Meyer; Jan Runsink; Gerhard Raabe

Publisher
John Wiley and Sons
Year
2010
Weight
32 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis

Diastereo-and Enantioselective Synthesis of ∆ 2 -1,2,4-Oxadiazolines by 1,3-Dipolar Cycloaddition of Nitrile Oxides with Chiral Hydrazones.

-1,3-Dipolar cycloaddition of phenyl nitrile oxide with chiral hydrazones (I) affords ∆ 2 -1,2,4-oxadiazolines (III) with low to excellent diastereoselectivities. Subsequent N-N bond cleavage with formic acid leads to chiral oxadiazolines (IV).

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