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Model studies related to CP-225,917: Stereocontrolled generation of the quaternary center

✍ Scribed by Derrick L.J Clive; Junhu Zhang

Book ID: 104209626
Publisher: Elsevier Science
Year: 1999
Tongue: French
Weight: 582 KB
Volume: 55
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(99)00712-7

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✦ Synopsis

The enolate derived from ester 15 reacts with diketone 10 stereoselectively (10:1 ), and the major isomer can be converted into lactone 21. This rearranges in boiling 1,2dichlorobenzene to afford the tricycfic lactone 22, a model compound which shares with CP-225,917 (1) the bridgehead double bond, the C(5) quaternary center, a C(5) side chain of correct length, and the T-lactone subunit.

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