4.8 Article

δ-amino β-keto esters, a designed polyfunctionalized chiral building block for alkaloid synthesis.: Asymmetric synthesis of (R)-(+)-2-phenylpiperidine and (-)-SS20846A

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ORGANIC LETTERS
Volume 2, Issue 8, Pages 1041-1043

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol005580j

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Funding

  1. NIGMS NIH HHS [GM51982] Funding Source: Medline

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delta-Amino beta-keto esters 3 and 11 are designed polyfunctionalized chiral building blocks for alkaloid synthesis and are prepared in one step from the corresponding sulfinimine (N-sulfinyl imine). Concise highly enantioselective four step syntheses of 2-phenylpiperidine (7) and SS20846A (14) from 3 and 11, respectively, are described.

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