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Double metal-catalyzed cross-coupling reactions of alkenyl Sulfoximines with diorganozinc reagents: Stereoselective synthesis of a key optically active 3-Oxa-Carbacyclin intermediate

✍ Scribed by Hans-Joachim Gais; Gerd Bülow


Publisher
Elsevier Science
Year
1992
Tongue
French
Weight
277 KB
Volume
33
Category
Article
ISSN
0040-4039

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✦ Synopsis


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 to the blcychc allylic stlane 7a and Its 2 isomer In a ratio of 99 1 Both were oxtdlzed to the allyllc alcohol 8 and its Z


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