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Organic letters

Access to enantiomerically enriched cis-2,3-disubstituted azetidines via diastereoselective hydrozirconation.


PMID 21384824

Abstract

An asymmetric variant of the hydrozirconation reaction has been established starting from Boc-protected chiral allylic amines. The resulting diastereoselectively formed N-functionalized organozirconiums can be considered as promising chirons. In this case, they have been transformed into enantiomerically enriched cis-2,3-disubstituted azetidines through a iodination/cyclization sequence.

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383287
Zirconium(IV) silicate, −325 mesh
O4SiZr