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A novel thermolytic annulation of an oxazolidinone: an enantiospecific synthesis of (-)-slaframine

✍ Scribed by Sibi, Mukund P.; Christensen, James W.; Li, Biqin; Renhowe, Paul A.


Book ID
127371597
Publisher
American Chemical Society
Year
1992
Tongue
English
Weight
253 KB
Volume
57
Category
Article
ISSN
0022-3263

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An enantiospecific synthesis of (βˆ’)-tala
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3R,4R,5S,6R,9RS)-9-Ethyl-3,4,5-trihydroxy-l,7-dioxaspiro[5.5]undecane (9) has been synthesised from 2,3:4,5-di-0-isopropylidene-/I-D-fructopyranose (3) and transformed into (-)-talaromycin A (1). (-)-Talaromycin B (2) was obtained by isomerisation of 1 in acid medium. \* Dedicated to Professor Lesli