A stereoselective synthesw of the d&stereo-and enanUomerically pure 3-0~~~ carbacyclfn intermediate 2b from ketone 3 has been accomplished based on the Tamao-Kumada methodology Nickeland magnesium-catalyzed cross-couplmg reaction of the alkenyl sulfoximfne 5 with the pure diorganozinc reagent 6a led
Synthesis of optically active 3-oxa-carbacyclin precursors featuring asymmetric Horner-Emmons reaction
✍ Scribed by Hans-Joachim Gais; Gerhard Schmiedl; Walter A Ball; Jörg Bund; Gunther Hellmann; Irene Erdelmeier
- Publisher
- Elsevier Science
- Year
- 1988
- Tongue
- French
- Weight
- 150 KB
- Volume
- 29
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
i. Br. (FRG) Summery: An enantioselective synthesis of 5 is described. Asymmetric Iiorner-Nmmons reactions with the chiral phosphonate 6 are key steps in the synthesis of the allylic alcohols E-8 and E-11 from the ketones 5 and 9, respectively.
📜 SIMILAR VOLUMES
Total Synthesis of (+)-3-Oxacarbacyclin. Part 1. Retrosynthesis and Asymmetric Olefination Through Horner-Wadsworth-Emmons, Peterson and Martin Reactions. -The Horner-Wadsworth-Emmons reaction of the ketones (I) and (V) with the phosphonates (II), (VI), and (IXb), the Peterson reaction of (V) with