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An enantioselective total synthesis of (-)-talaromycins A and B

✍ Scribed by Smith, Amos B.; Thompson, Andrew S.


Book ID
127187202
Publisher
American Chemical Society
Year
1984
Tongue
English
Weight
332 KB
Volume
49
Category
Article
ISSN
0022-3263

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πŸ“œ SIMILAR VOLUMES


Total synthesis of (Β±)-talaromycin B
✍ Stuart L. Schreiber; Toby J. Sommer πŸ“‚ Article πŸ“… 1983 πŸ› Elsevier Science 🌐 French βš– 209 KB
Asymmetric induction by sulfinyl chirali
✍ Chuzo Iwata; Masahiro Fujita; Yasunori Moritani; Kohji Hattori; Takeshi Imanishi πŸ“‚ Article πŸ“… 1987 πŸ› Elsevier Science 🌐 French βš– 262 KB

A total synthesis of (+)-talaromycin A and (-)talaromycin B was accomplished by means of successive asymmetric induction of all chiral centers using a chiral sulfinyl group.

An enantiospecific synthesis of (βˆ’)-tala
✍ Isidoro Izquierdo Cubero; Maria T. Plaza LoΒ΄pez-Espinosa πŸ“‚ Article πŸ“… 1990 πŸ› Elsevier Science 🌐 English βš– 833 KB

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