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Asymmetric synthesis of 5-(1-hydroxyalkyl)tetrazoles by catalytic enantioselective Passerini-type reactions

Jieping Zhu
2008
Journal paper
Abstract

Three-component Passerini reactions (P-3CR) of a wide range of aldehydes and isocyanides, with hydrazoic acid in toluene, in the presence of a [(salen)-AlMe]-complex catalyst afford 5-(1-hydroxyalkyl)tetrazoles in good-to-excellent yields and enantiomeric excess. A tandem Michael addn./enantioselective P-3CR, using an acrolein substrate, affords highly functionalized tetrazoles. [on SciFinder (R)]

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