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Model Studies towards the Synthesis of the Right-Hand Part of Pederin

✍ Scribed by Thomas Rölle; Reinhard W. Hoffmann

Publisher: John Wiley and Sons
Year: 2004
Tongue: German
Weight: 236 KB
Volume: 87
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.200490111

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✦ Synopsis

Abstract

Bicyclic acetal derivatives of the type 3 were prepared based either on a dihydroxyaldehyde 5 or an oxiranebutanal 6 (cf. Scheme 2). Lewis acid catalyzed reaction of the bicyclic acetal with allyltrimethylsilane introduces the side chain (as yet unfunctionalized) and sets the stereogenic centers at the tetrahydro‐2__H__‐pyran ring of the pederin moiety.

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