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Synthetic studies on quassinoids: a stereoselective construction of the picrasane skeleton

✍ Scribed by Katsuaki Miyaji; Toshio Nakamura; Hiroshi Hirota; Michito Igarashi; Takeyoshi Takahashi

Publisher: Elsevier Science
Year: 1984
Tongue: French
Weight: 233 KB
Volume: 25
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)81588-4

No coin nor oath required. For personal study only.

✦ Synopsis

Hydroxypicrasan-3-one, a compound having the correct relative stereochemistry of al1 the six ring-juncture chira1 centers of the picrasane skeleton, was synthesized from a known tricyclic compound, using the orthoester Claisen rearrangement and lead tetraacetate oxidation as key reactions.

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