Abstract
Epoxy alcohols are extremely versatile building blocks in organic synthesis, due to their general availability in both enantiomeric series. The preferred methods for the subsequent stereoselective attack of various nucleophiles (hydride, carbon nucleophiles, nitrogen nucleophiles, oxygen nucleophiles, halogen ions, etc.) in a regioselective fashion at C2 and C3 are reviewed. The application of some of these methods in the synthesis of natural products and optically active compounds are described. Finally some reactions typical of homoallylic alcohols and their corresponding hydroxyepoxides are also reported.
Keywords: Epoxy Alcohols, enantiomeric series, hydride, hydroxyepoxides, homoallylic, nitrogen nucleophiles
Current Organic Chemistry
Title: The Chemistry of Epoxy Alcohols
Volume: 7 Issue: 6
Author(s): P. C.A. Pena and S. M. Roberts
Affiliation:
Keywords: Epoxy Alcohols, enantiomeric series, hydride, hydroxyepoxides, homoallylic, nitrogen nucleophiles
Abstract: Epoxy alcohols are extremely versatile building blocks in organic synthesis, due to their general availability in both enantiomeric series. The preferred methods for the subsequent stereoselective attack of various nucleophiles (hydride, carbon nucleophiles, nitrogen nucleophiles, oxygen nucleophiles, halogen ions, etc.) in a regioselective fashion at C2 and C3 are reviewed. The application of some of these methods in the synthesis of natural products and optically active compounds are described. Finally some reactions typical of homoallylic alcohols and their corresponding hydroxyepoxides are also reported.
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Cite this article as:
Pena C.A. P. and Roberts M. S., The Chemistry of Epoxy Alcohols, Current Organic Chemistry 2003; 7 (6) . https://dx.doi.org/10.2174/1385272033486792
DOI https://dx.doi.org/10.2174/1385272033486792 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
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