Stereoselective Total Synthesis of (+)-Sedamine

Jagat   C.   Borah; Joshodeep      Boruwa; Nabin   C.   Barua

doi:10.2174/157017806775224297

Abstract

A highly efficient stereoselective total synthesis of piperidine alkaloid (+)-sedamine has been described utilizing two regioselective ring opening reactions of epoxide with vinyl metallic reagent and a ring closing metathesis reaction as the key steps.

Keywords: (+)-sedamine, vinylmetallic reagent, ADH, regioselective epoxide opening, RCM

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Letters in Organic Chemistry

Title: Stereoselective Total Synthesis of (+)-Sedamine

Volume: 3 Issue: 2

Author(s): Jagat C. Borah, Joshodeep Boruwa and Nabin C. Barua

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Keywords: (+)-sedamine, vinylmetallic reagent, ADH, regioselective epoxide opening, RCM

Abstract: A highly efficient stereoselective total synthesis of piperidine alkaloid (+)-sedamine has been described utilizing two regioselective ring opening reactions of epoxide with vinyl metallic reagent and a ring closing metathesis reaction as the key steps.

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Borah C. Jagat, Boruwa Joshodeep and Barua C. Nabin, Stereoselective Total Synthesis of (+)-Sedamine, Letters in Organic Chemistry 2006; 3 (2) . https://dx.doi.org/10.2174/157017806775224297