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Deoxyhydantocidin: Synthesis by Base-Catalyzed Spiro Cyclization and Interconversion with the 1′-Epimer

✍ Scribed by Annabelle Renard; Mitsuharu Kotera; Marie-Christine Brochier; Jean Lhomme

Publisher: John Wiley and Sons
Year: 2000
Tongue: English
Weight: 407 KB
Volume: 2000
Category: Article
ISSN: 1434-193X
DOI: 10.1002/(sici)1099-0690(200005)2000:9<1831::aid-ejoc1831>3.0.co;2-s

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✦ Synopsis

Syntheses of the spiro nucleosides 2Ј-deoxyhydantocidin 3a and its 1Ј-epimer 3b are described. The newly developed route involves a Horner-Wadsworth-Emmons condensation of the phosphonate 16 with the erythrose derivative 15 affording a mixture of six isomers which was fully assigned by

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