+Metbyl nonactate (2) and (i)-methyl S-epi-nonactate (3), synthetic precursors to the antibiitic nonactin have been syntbcsised, employing the reaction of substituted epoxides with dianions derived from p-ketoesm as the key carbon-carbon bond-forming step.
Stereoselective synthesis of (.+-.) methyl nonactate
β Scribed by Baldwin, Steven W.; McIver, J. M.
- Book ID
- 121386839
- Publisher
- American Chemical Society
- Year
- 1987
- Tongue
- English
- Weight
- 406 KB
- Volume
- 52
- Category
- Article
- ISSN
- 0022-3263
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π SIMILAR VOLUMES
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
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