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  • Title: Asymmetric synthesis of functionalized trans-2,6-disubstituted piperidines with N-sulfinyl delta-amino beta-ketoesters. Synthesis of (-)-lasubine I.
    Author: Davis FA, Rao A, Carroll PJ.
    Journal: Org Lett; 2003 Oct 16; 5(21):3855-7. PubMed ID: 14535727.
    Abstract:
    [reaction: see text] The hydroxy-directed reduction of 1,2-dehydropiperidines with the "ate" complex of DIBAL-H and n-BuLi affords functionalized trans-2,6-disubstituted piperidines. This methodology was employed in the asymmetric synthesis of the quinolizidine alkaloid (-)-lasubine I.
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