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A general and stereoselective approach to nonactate esters and isomers: A versatile synthesis of (+)-methyl nonactate

✍ Scribed by Gérard Mandville; Christian Girard; Robert Bloch


Book ID
104208202
Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
569 KB
Volume
53
Category
Article
ISSN
0040-4020

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✦ Synopsis


A total synthesis of (+)-methyl nonactate from a chiral synthon obtained by enantioselective enzymatic transesterification is described. This new approach involves stereoselective reactions of aldolisation, reduction and intramolecular Michael addition and appears to be quite general since it could be applied as well to the synthesis of both enantiomers of 2-or 8epi nonactate esters or homologues.


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ChemInform Abstract: A General and Stere
✍ G. MANDVILLE; C. GIRARD; R. BLOCH 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 39 KB 👁 2 views

A General and Stereoselective Approach to Nonactate Esters and Isomers: A Versatile Synthesis of (+)-Methyl Nonactate. -The title compound (XIII), which is a subunit of the macrotetrolide antibiotic nonactin, is stereoselectively synthesized from the chiral hydroxyacetate (I) in 11 steps and 6.4% o