A Stereoselective Aldol-Reduction Approach to Polyoxygenated Natural Products. Synthesis of C1-C6 Fragment of Erythronolides

Marta      Galobardes; Miguel      Gascon; Pedro      Romea; Felix      Urpi

doi:10.2174/1570178054038920

Abstract

A new synthetic approach directed toward the preparation of C1-C6 fragment of erythronolides is disclosed. The core of the process takes advantage of a highly stereoselective sequence based on a boron- mediated aldol reaction of a lactate-derived chiral ketone followed by a syn-reduction of the resulting adduct.

Keywords: aldol reaction, boron enolates, chiral ketones, erythronolides, stereoselective synthesis

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Letters in Organic Chemistry

Title: A Stereoselective Aldol-Reduction Approach to Polyoxygenated Natural Products. Synthesis of C1-C6 Fragment of Erythronolides

Volume: 2 Issue: 4

Author(s): Marta Galobardes, Miguel Gascon, Pedro Romea and Felix Urpi

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Keywords: aldol reaction, boron enolates, chiral ketones, erythronolides, stereoselective synthesis

Abstract: A new synthetic approach directed toward the preparation of C1-C6 fragment of erythronolides is disclosed. The core of the process takes advantage of a highly stereoselective sequence based on a boron- mediated aldol reaction of a lactate-derived chiral ketone followed by a syn-reduction of the resulting adduct.

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Galobardes Marta, Gascon Miguel, Romea Pedro and Urpi Felix, A Stereoselective Aldol-Reduction Approach to Polyoxygenated Natural Products. Synthesis of C1-C6 Fragment of Erythronolides, Letters in Organic Chemistry 2005; 2 (4) . https://dx.doi.org/10.2174/1570178054038920