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The tandem claisen-ene rearrangement: a method for the stereocontrolled synthesis of functionalized cyclopentanoids

✍ Scribed by Frederick E. Ziegler; James J. Mencel


Publisher
Elsevier Science
Year
1984
Tongue
French
Weight
193 KB
Volume
25
Category
Article
ISSN
0040-4039

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✦ Synopsis


it to the synthesis of pseudoguaianolides and steroids. I We Claisen rearrangement and ene reaction applied in tandem and oxy-ene products during the course of the rearrangement of v reaction's potential for rapid assembly of functionalized [3 We have previously described the tandem Cope-Claisen rearrangement and have applied describe in this Letter the report the presence of inyl ether substrates and the .3.0] bicycle-octanes.


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The unique bicyclic ring systen of tirandamycin (8&),' an acyltetramic acid antibiotic, has inspired several synthetic efforts directed towards its total synthesis. Tirandamycic acid (a), a degradation product of tirandamycin, has been synthesized by Ireland in optically active form frolrl D-glucose