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Preparation of an Advanced Intermediate for the Synthesis of Stable Analogues of Guanofosfocin

✍ Scribed by Tesmol G. George; Peter Szolcsányi; Stefan G. Koenig; Duncan E. Paterson; Yoshiaki Isshiki; Andrea Vasella

Book ID
102257287
Publisher
John Wiley and Sons
Year
2004
Tongue
German
Weight
187 KB
Volume
87
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

The synthesis of C‐mannosyl‐guanosine 23, an advanced intermediate for the preparation of stable analogues of guanofosfocin, is described. This convergent approach features an improved Traube‐type synthesis of a 8‐substituted guanine, followed by ribosylation. NMR Studies show that the C‐mannopyranosyl moiety of 23 adopts a distorted ^1^C~4~ conformation while the nucleoside is predominantly syn‐oriented.

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ChemInform Abstract: Preparation of an Advanced Intermediate for the Synthesis of Epi-Thromboxanes.
✍ A. FORSTER; J. FITREMANN; P. RENAUD 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 29 KB 👁 2 views

Preparation of an Advanced Intermediate for the Synthesis of Epi-Thromboxanes. -The key step in the synthesis of the advanced intermediate (V) of epi-thromboxanes is the regioselective Baeyer-Villiger oxidation of the all-cis Corey lactone derived ketone (III). -(FORSTER, A.;