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An enantiospecific synthesis of (−)-talaromycins A and B fromd-fructose

✍ Scribed by Isidoro Izquierdo Cubero; Maria T. Plaza Lo´pez-Espinosa

Book ID: 102992584
Publisher: Elsevier Science
Year: 1990
Tongue: English
Weight: 833 KB
Volume: 205
Category: Article
ISSN: 0008-6215
DOI: 10.1016/0008-6215(90)80148-v

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✦ Synopsis

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 Leslie Hough in the year of his 65th birthday. ' Enantiospecific Synthesis of Spiroacetals. Part. I. t Author for correspondence. ** In order to facilitate the numbering in n.m.r. spectra, these compounds are regarded as C-3 branchedchain sugar derivatives.

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