Synthesis and Conformational Analysis of Macrocycles Related to 10-Oxa-epothilone
✍ Scribed by Delphine Quintard; Philippe Bertrand; Christian Bachmann; Jean-Pierre Gesson
- Publisher
- John Wiley and Sons
- Year
- 2004
- Tongue
- English
- Weight
- 209 KB
- Volume
- 2004
- Category
- Article
- ISSN
- 1434-193X
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✦ Synopsis
Abstract
A short and convergent synthesis of macrocyclic lactones related to 10‐oxa‐epothilone is based on aldolisation of a 3‐(2′‐methylallyloxy) aldehyde derived from methyl (2__S__)‐3‐hydroxy‐2‐methylpropionate followed by ring‐closing metathesis. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)
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## Abstract A small number of macrocyclic dilactones of type **3**, __i.e.__, **9, 10, 11**, and epi‐**11**, comprising a 3,4‐dihydroxypentanoic acid unit, the pharmacophore of aplysiatoxin, and a conformationally preorganized __ω__‐hydroxynonanoic acid unit were synthesized. Conformational analysi