4.8 Article

N-sulfinyl β-amino Weinreb amides:: Synthesis of enantiopure β-amino carbonyl compounds.: Asymmetric synthesis of (+)-sedridine and (-)-allosedridine

Journal

ORGANIC LETTERS
Volume 5, Issue 6, Pages 925-927

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol034119z

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Funding

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

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N-Sulfinyl beta-amino Weinreb amides are prepared by condensation of sulfinimines with the potassium enolate of N-methoxy-N-methylacetamide. These new chiral building blocks are useful for the asymmetric synthesis of beta-amino carbonyl compounds, as illustrated here by the concise enantioselective syntheses of sedum alkaloids (+)-sedridine and (-)-allosedridine.

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