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Chiral auxiliary based and organocatalyzed aldol reactions have been used for the asymmetric synthesis of various natural products. These reactions steps have been used in synthesizing ¿-butyrolactone containing natural products and their analogs. An asymmetric route for one-pot synthesis of trans- and cis-4,5-disubstituted-¿-butyrolactones via reagent sequence controlled syn- and anti- aldol reactions of N-succinyl-2-oxazolidinone are described. Mechanistic studies are discussed. Using these asymmetric syn- and anti-aldol reactions of chiral N-succinyl-2-oxazolidinones, trans-paraconic acids and cis-paraconic acids are synthesized in both of their enantiomeric forms. Enantioselective one-pot synthesis of ¿-(hydroxyalkyl)-¿-butyrolactones employing cross-aldol reaction catalyzed by an organocatalyst is described. Efficient routes for the asymmetric synthesis of (¿)-enterolactone, natural hydroxyenterolactone and its analog utilizing organocatalytic asymmetric cross-aldol reaction and C-alkylation as the key steps are achieved. Similar routes have provided chiral intermediates, which could be converted to epi-isohydroxymatairesinol and (7¿R)-7¿-hydroxymatairesinol.
| Autorius: | Aswini Kumar Giri, Saumen Hajra, |
| Leidėjas: | Scholars' Press |
| Išleidimo metai: | 2014 |
| Knygos puslapių skaičius: | 244 |
| ISBN-10: | 3639713311 |
| ISBN-13: | 9783639713312 |
| Formatas: | 220 x 150 x 15 mm. Knyga minkštu viršeliu |
| Kalba: | Anglų |
Parašykite atsiliepimą apie „Asymmetric Aldol Reactions: Synthesis of Paraconic Acids & Lignans“
