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Synthesis of the racemic tetracyclic core of CP-225,917: use of a strain-assisted Cope rearrangement

✍ Scribed by Derrick L.J. Clive; Ligong Ou

Publisher: Elsevier Science
Year: 2002
Tongue: French
Weight: 148 KB
Volume: 43
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(02)00741-4

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✦ Synopsis

Norbornene was converted via diketone 23 into the strained lactone 27; this was rearranged thermally to lactone 28, from which point the complete oxygenated core of CP-225,917 is accessible by deprotection and oxidation steps, including a new method for converting a furan system into a hydroxy butenolide.

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